Standard Units

Standard Units

1 Bedrooms / Sleeps 4

1 Bedrooms / Sleeps 4

2 -3 Bedrooms

2 -3 Bedrooms

Premier Properties

Premier Properties
Beachside Management

Streamline Your Siesta Key Rental

Free Rides for Guests

Free Rides for Guests

Wedding Packages Available

Wedding Packages Available

Book an Adventure with a Trusted Hotel

Book an Adventure with a Trusted Hotel

Pantry Stuffing Services from Morton's Siesta Market

Pantry Stuffing Services from Morton's Siesta Market

Flower Accommodations for Any Occasion

Flower Accommodations for Any Occasion

PIP : Property Improvement Plans

PIP : Property Improvement Plans

Siesta Key Fitness

Siesta Key Fitness

Guest Liaison Packages

Guest Liaison Packages

FREE Bike Rentals

FREE Bike Rentals
Beachside Management

Siesta Key’s Premier Vacation Rental Company

We loved the stay we had with you guys. You helped us to check in early which we GREATLY appreciated! The place we stayed at was fantastic and very close to the beach and we loved the pool! We were just talking tonight with my parents on how we need to come back and bring my whole family group to stay. We thoroughly enjoyed it!

Jamie

We loved the stay we had with you guys. You helped us to check in early which we GREATLY appreciated! The place we stayed at was fantastic and very close to the beach and we loved the pool! We were just talking tonight with my parents on how we need to come back and bring my whole family group to stay. We thoroughly enjoyed it!

Jazzmyn

We loved the stay we had with you guys. You helped us to check in early which we GREATLY appreciated! The place we stayed at was fantastic and very close to the beach and we loved the pool! We were just talking tonight with my parents on how we need to come back and bring my whole family group to stay. We thoroughly enjoyed it!

Joshua

FEATURED SIESTA KEY VACATION RENTALS

  • $189.00

    Sun N Sea Casita Playa; by Beachside Management

    Casita Sun N Sea stunning remodel Cottage with all new furnishings, One queen bed, and two twins in the second bedroom, one bathroom. SLEEPS FOUR. Included with your stay: Complimentary Bicycles, Beach chairs, Beach-Towels, Free-rides around Siesta and a 7-day week office for your convenience and guest needs…

  • $189.00 Sun N Sea Hot Tub and Patio

    Sun N Sea Casita Blanca; by Beachside Management

    Casita Sun N Sea stunning remodel Cottage with all new furnishings, One queen bed, and two twins in the second bedroom, one bathroom. SLEEPS FOUR. Included with your stay: Complimentary Bicycles, Beach chairs, Beach-Towels, Free-rides around Siesta and a 7-day week office for your convenience and guest needs…

  • $159.00

    Siesta Key Beach Resort & Suites – ADA Friendly

    ADA friendly. Wheel in shower with ADA hearing and vision impaired smoke detectors. This is NOT a wheel chair accessible room. All rooms contain beach chairs for 2, beach towels, mini refrigerator, coffee pot and microwave. Use of bikes for up to 3 hours per day, parking for 1 vehicle and Wifi is included in resort fee.

  • $159.00

    Siesta Key Beach Resort & Suites – Poolside Premium King Suite (Sleeps 4) “The Trundle Room”

    Suite featuring a king bed beds and tucked away corner nook features a day bed with a trundle for children. . Bathroom contains a shower. All rooms have 55′ flat screen TV’s. Kitchenette offers microwave, small refrigerator and Keurig coffee makers. We supply beach towels for 6 and beach chairs for 2.

  • $159.00

    Siesta Key Beach Resort & Suites – Studio Two (2) Queen Poolside

    Room with 2 queen size beds, full bathroom with bath, shower or jetted tub,. Kitchenette includes microwave, small refrigerator, Keurig coffee maker, dishware for 4 and sink. Room includes 55′ flat screen TV, 4 beach towels and 2 beach chairs. All rooms include use of bicycles for up to 3 hours per day.

  • $159.00

    Siesta Key Beach Resort & Suites – One bedroom Suite Sleeps 6

    All rooms feature Flat screen TV. Kitchenette offers microwave, small refrigerator, and Keurig Coffee maker. Dishware for 6. We supply beach towels for 6 and beach chairs for 2. All rooms include bicycle (and helmet) usage for up to 3 hours per day.Bedroom consists of 2 full beds, living room has a sleeper sofa.

  • $159.00

    Siesta Key Beach Resort & Suites – Largest One Bedroom Suite (Sleeps 8) “The Frat Room”

    Frat room! Sleep the most people in the hotel! All rooms feature Flat screen TV. Kitchenette offers microwave, small refrigerator, and Keurig Coffee maker. Dishware for 8. We supply beach towels for 6 and beach chairs for 2. All rooms include bicycle (and helmet) usage for up to 3 hours per day.

  • $159.00

    Siesta Key Beach Resort & Suites – One Bedroom Pool View Suite (Sleeps 6)

    Step out of your room into our brand new zero entry pool . Suite featuring a king bed in the bedroom as well as a full-size sofa sleeper in the living room. Also features one full bathroom with either a tub, shower or jetted tub. Kitchenette includes small refrigerator, microwave, coffee maker and dishware for 4.

  • $159.00

    Siesta Key Beach Resort & Suites – Standard Two Queen (Sleeps 4)

    Room with two queen beds. Bathroom has bath tub. All rooms include coffee makers, small refrigerator, microwave, 55′ flat screen TV, 2 beach towels and 2 beach chairs. All rooms include use of bicycles for up to 3 hours. We have irons/ iron boards, hair dryers on request only.

  • $119.00

    3 Waves From It All – Unit 2 ; by Beachside Management

    Two Bedroom/ Two Full Bath located just across from Siesta Key Beach Access on the second floor. Comfortably sleeps 6 with a queen bed in the bedroom, a queen bed in the second bedroom and a sofa sleeper in the living area. Also features a full kitchen. Included with your stay: Complimentary Bicycles, Beach chairs, Beach-Towels, Free-rides around Siesta and a 7-day week office for your convenience and guest needs.

  • $419.00

    Palm Bay Club – 143 Premium 2 Bed 2 Bath Gulfside ; by Beachside Management

    This Stunning 2 Bed/2 Bath unit is in the top rated Palm Bay Club resort community in Siesta Key. Included with your stay: Complimentary Bicycles, Beach chairs, Beach-Towels, Free-rides around Siesta and a 7-day week office for your convenience and guest needs. Centrally located not only close to the countries #1 rated beach but also 2 heated pools and hot tub…

  • Family Tides ; by Beachside Management

    Family Tides newly renovated split level town homes in Siesta Key. Stunning remodel with all new furnishings,

  • $199.00

    Casa Siesta – 2 bedroom 1 Bath ; by Beachside Management

    Beautiful and super convenient South Village locations. Included with your stay: Complimentary Bicycles, Beach chairs, Beach-Towels, Free-rides around Siesta and a 7-day week office for your convenience and guest needs. Features two bedrooms, and one bath. There is a Queen in the master and Queen in Second room, also Queen sofa-bed in living room. Very [...]
  • $209.00

    Banana Cabana and Cottage – 543 Cottage ; by Beachside Management

    2 bedroom 1 bath cottage across the street from Siesta Beach access. Included with your stay: Complimentary Bicycles, Beach chairs, Beach-Towels, Free-rides around Siesta and a 7-day week office for your convenience and guest needs. One bedroom features a queen bed and the other has a twin trundle. Also features a patio to enjoy the beautiful Florida evenings.…

  • $299.00

    Palm Bay Club – 343-Premium 2 Bed 2 Bath Bayside ; by Beachside Management

    Fully renovated!! This is a wonderful Two Bedroom Two Bath condominium in the top rated Palm Bay Club resort community on Siesta Key. Included with your stay:  Complimentary Bicycles, Beach chairs, Beach-Towels, Free-rides around Siesta and a 7-day week office for your convenience and guest needs. This 2nd Floor  2 bedroom 2 bath unit in the north building…

  • $159.00

    Seven Night in the Oasis – 304-1 ; by Beachside Management

    This unit offers free access to Siesta Key Fitness Center. PARADISE FOUND!! Luxury Two Bedroom, Two baths with pool and Spa. Included with your stay:  Complimentary Bicycles, Beach chairs, Beach-Towels, Free-rides around Siesta and a 7-day week office for your convenience and guest needs.  This masterpiece is the epitome of casual elegance from its bright, well-lit foyer to the…

  • $275.00

    Palm Bay Club – 303 Deluxe 3 Bed 2 Bath Bayside ; by Beachside Management

    This is a fantastic Three Bedroom Two Bath condominium in the top rated Palm Bay Club resort community on Siesta Key.  Included with your stay:  Complimentary Bicycles, Beach chairs, Beach-Towels, Free-rides around Siesta and a 7-day week office for your convenience and guest needs.  This extra large ground floor 3 bedroom 2 bath unit in the north building…

  • $299.00

    Casa del Miramar – 178 ; by Beachside Management

    This spacious one-bedroom suite offers a full beach view from the living room and located 200’ from the quartz powder white sand. Included with your stay: Complimentary Bicycles, Beach chairs, Beach-Towels, Free-rides around Siesta and a 7-day week office for your convenience and guest needs.  This room has a renovated self-catering full kitchen, dining room, separate bedroom with a king bed.…

  • $299.00

    Casa del Miramar – 177 ; by Beachside Management

    This spacious one-bedroom suite offers a courtyard view and located 200’ from the quartz powder white sand. Included with your stay: Complimentary Bicycles, Beach chairs, Beach-Towels, Free-rides around Siesta and a 7-day week office for your convenience and guest needs.  This room has a renovated self-catering full kitchen, dining room, separate bedroom with a king bed. This larger room sleeps 4 people very comfortably…

  • $553.00

    Fanta-Sea | 53 Beach Road – 53 Beach Rd ; by Beachside Management

    DIRECTLY ON NUMBER ONE RATED BEACH IN THE USA SIESTA BEACH !!!  Included with your stay: Complimentary Bicycles, Beach chairs, Beach-Towels, Free-rides around Siesta and a 7-day week office for your convenience and guest needs.   Fully renovated beachfront home on Siesta Key Sunset Point. Siesta Key Beach is the number one rated beach in the USA.…

  • $399.00

    Fanta-Sea 47 Beach – 47 Beach Rd ; by Beachside Management

    DIRECTLY ON NUMBER ONE RATED BEACH IN THE USA SIESTA BEACH !!! Included with your stay: Complimentary Bicycles, Beach chairs, Beach-Towels, Free-rides around Siesta and a 7-day week office for your convenience and guest needs. Beachfront home on Siesta Key Sunset Point. Siesta Key Beach is the number one rated beach in the USA. Walk out of your front door to the sugary white sands of Siesta Key. This 2 bedroom 2 bath home spectacular views of the Gulf of Mexico. Enjoy these views from your multiple balconies on 2 separate floors, or from your own Master bedroom or Living Room areas. The bedrooms are both very large with plenty of room for the whole family. The large dining room and kitchen are perfect for entertaining. The outdoor entertaining areas and Balconies, of which there are two, offer the best views in all of Siesta Key. You are right on the beach!!!! The unit also includes a very convenient outdoor shower and use of the pool at Siesta Key Beachside Villas just a block away.

  • $599.00

    Fanta-Sea | 49 Beach Road – 5 Bed/4 Bath Beachfront Home ; by Beachside Management

    DIRECTLY ON NUMBER ONE RATED BEACH IN THE USA SIESTA BEACH!!! Included with your stay: Complimentary Bicycles, Beach chairs, Beach-Towels, Free-rides around Siesta and a 7-day week office for your convenience and guest needs. Beachfront home on Siesta Key Sunset Point. Siesta Key Beach is the number one rated beach in the USA. Walk out of your…

  • $599.00

    Fanta-Sea-55 Beach Rd – 4 Bedroom Beachfront Home-Sleeps 12 ; by Beachside Management

    DIRECTLY ON NUMBER ONE RATED BEACH IN THE USA SIESTA BEACH !!!  Included with your stay: Complimentary Bicycles, Beach chairs, Beach-Towels, Free-rides around Siesta and a 7-day week office for your convenience and guest needs.   Fully renovated beachfront home on Siesta Key Sunset Point. Siesta Key Beach is the number one rated beach in the USA.…

  • $229.00

    Sea Club 2 Cottages – 3 Bedroom Cottage 11A ; by Beachside Management

    The “Garden House” cottage is charming 3 bedroom 2 bath unit that sleeps 6. Included with your stay: Complimentary Bicycles, Beach chairs, Beach-Towels, Free-rides around Siesta and a 7-day week office for your convenience and guest needs. Located just North of Stickney Point, and just 2 miles from Siesta Key Village…

  • $700.00

    Beach Residences on Siesta, aka The Hyatt – 3Bed/3Bath Luxury Penthouse

    Siesta Key’s only luxury hotel. Sitting directly on Siesta’s Quartz Beach that offers the whitest and softest sand in the World that’s always cool to the touch. Relax and make your memories is all that’s required but just minutes to down town’s rich art and cultural community. In the village of Siesta you’ll find many…

  • $179.00

    Bianco Sands – 3 Bedroom, 2 Bath ; by Beachside Management

    This gorgeously remodeled beach casita is the perfect getaway! Included with your stay: Complimentary Bicycles, Beach chairs, Beach-Towels, Free-rides around Siesta and a 7-day week office for your convenience and guest needs. The décor is beautifully done and inspired by the soft tones of the seashore and beach. The owner has spared absolutely no expense in remodeling…

  • $189.00

    Sea Club II Cottages on Bay – 2 Bedroom Waterfront Cottage ; by Beachside Management

    The “Mangrove” cottage features 2 bedrooms and 2 bathrooms, sleeping 6. Included with your stay: Complimentary Bicycles, Beach chairs, Beach-Towels, Free-rides around Siesta and a 7-day week office for your convenience and guest needs. The cottage has a queen bed in the master and 2 double beds in the guest room. The “Mangrove” also has a spacious screened in patio overlooking the intercoastal waterway…

  • $229.00

    Sea Club 2 Cottages – 2 Bedroom Cottage 8A/9A ; by Beachside Management

    The “Banyan Tree” and “Treehouse” units are charming 2 bedrooms 2 bath cottages that sleep 6. Included with your stay:  Complimentary Bicycles, Beach chairs, Beach-Towels, Free-rides around Siesta and a 7-day week office for your convenience and guest needs. The “Banyan Tree” features a king bed in the master and a queen bed in the guest room as…

  • $159.00 Siesta Key Rental - Jamaica Royal

    Jamaica Royale Beachfront Tower – 2 Bed/2 Bath Beachfront ; by Beachside Management

    Just 300 feet of powder white sand separate this unit from the crystal blue waters of the Gulf of Mexico! Included with your stay:  Complimentary Bicycles, Beach chairs, Beach-Towels, Free-rides around Siesta and a 7-day week office for your convenience and guest needs. This FULLY RENOVATED 2 bedroom 2 bathroom unit has a chef’s kitchen with plenty of space to cook…

  • $199.00

    Our House at the Beach – 2 Bed 2 Bath Beachview ; by Beachside Management

    This 2 bedroom, 2 bathroom condo (One King and Two Twins) is the perfect place to take your next vacation. You will be amazed by the breathtaking views of the Gulf from this 6th floor unit with wrap around balcony! Included with your stay:  Complimentary Bicycles, Beach chairs, Beach-Towels, Free-rides around Siesta and a 7-day week office for your…

  • $149.00

    Bianco Sands – 2 Bedroom, 2 Bath ; by Beachside Management

    If you’re dreaming of a scenic seascape getaway, this recently remodeled Bianco Sands’ is the perfect vacation home for you. Included with your stay: Complimentary Bicycles, Beach chairs, Beach-Towels, Free-rides around Siesta and a 7-day week office for your convenience and guest needs. Situated in the Point of Rocks area, Bianco Sands is just steps away from a shared heated pool…

  • $169.00

    Bianco Sands – 2 Bedroom, 2 Bath-Poolside ; by Beachside Management

    1000 square feet This gorgeously remodeled beach casita is the perfect getaway! Included with your stay: Complimentary Bicycles, Beach chairs, Beach-Towels, Free-rides around Siesta and a 7-day week office for your convenience and guest needs. The décor is beautifully done and inspired by the soft tones of the seashore and beach. The owner has spared absolutely no…

  • $119.00

    Cottage by the sea – 2 Bedroom Cottage ; by Beachside Management

    This wonderful Florida feel villa features a full self-catering kitchen, a flat screen T.V., dining room, and separate bedroom with a queen size bed. Included with your stay: Complimentary Bicycles, Beach chairs, Beach-Towels, Free-rides around Siesta and a 7-day week office for your convenience and guest needs. This cottage will sleep 4 people comfortably as it also has a queen size pull out…

  • $129.00

    Bianco Sands – 1 bedroom, 1 Bath ; by Beachside Management

    Retreat to this amazing “Sea”-cluded gem tucked into the lovely Bianco Sands complex- just a short stroll to the warm sands of Crescent Beach and the lively Crescent Village. Included with your stay: Complimentary Bicycles, Beach chairs, Beach-Towels, Free-rides around Siesta and a 7-day week office for your convenience and guest needs. With a newly updated kitchen and…

  • $119.00

    Cottage by the sea – 1 Bedroom Cottage ; by Beachside Management

    This wonderful Florida feel villa features a full self-catering kitchen, a flat screen T.V., dining room, and separate bedroom with a queen size bed. Included with your stay: Complimentary Bicycles, Beach chairs, Beach-Towels, Free-rides around Siesta and a 7-day week office for your convenience and guest needs. This cottage will sleep 4 people comfortably as…

  • $359.00

    Siesta Key Beach Resort & Suites – One Bedroom Suite “The Bunkhouse” (Sleeps 6)

    Suite featuring a king bed in the bedroom. The living room features a sleeper sofa and  hidden behind the barn door a set of bunk beds. Bathroom contains a shower, blow dryer and heated towel rack. Flat screen TV. Kitchenette offers microwave, small refrigerator, coffee maker and toaster. We supply beach towels for 6 and…

  • $329.00

    Siesta Key Beach Resort & Suites – Poolside One Bedroom Suite (Sleeps 4)

    Suite featuring a king bed in the bedroom as well as a full-size sofa sleeper in the living room. Also features one full bathroom with either a tub, shower or jetted tub. Kitchenette includes small refrigerator, microwave, coffee maker,

  • $119.00

    3 Waves From It All – Unit 1; by Beachside Management

    One bedroom located just across from Siesta Key Beach Access. Comfortably sleeps 4 with a queen bed in the bedroom and a sofa sleeper in the living area.  Also features a full kitchen.  Included with your stay:  Complimentary Bicycles, Beach chairs, Beach-Towels, Free-rides around Siesta and a 7-day week office for your convenience and guest needs. Master-Queen…

  • $199.00

    Crystal Sands – Suite 16 ; by Beachside Management

    Beautiful decorated 2 bedroom 2 bath villa ground floor just steps from private white powdery beach.  This quiet ground floor villa features granite counter tops, new appliances and tile floors throughout. There is even a wine cooler.  The property grounds feature two onsite heated pools.  You can park your car right at your front door!  Washer…

  • $189.00

    LJ’s Cottages at Point of Rocks – Cottage #4 ; by Beachside Management

    2 Bed/2 Bath Upper Floor Unit.-HALF BLOCK TO THE BEACH! Included with your stay:  Complimentary Bicycles, Beach chairs, Beach-Towels, Free-rides around Siesta and a 7-day week office for your convenience and guest needs. Bedroom 1: King Bedroom 2: Two Twins Living Area: Queen Sofa Bed 1000 sq ft

  • $269.00

    LJ’s Cottages at Point of Rocks – SeaShell-#3 ; by Beachside Management

    2 Bed/2 Bath Upper Floor Unit.-HALF BLOCK TO THE BEACH! Included with your stay:  Complimentary Bicycles, Beach chairs, Beach-Towels, Free-rides around Siesta and a 7-day week office for your convenience and guest needs. Bedroom 1: King Bedroom 2: Bunk (Queen on the bottom, full on top) Living Area-Queen Sofa Bed Also features a futon for extra…

  • $279.00

    LJ’s Cottages at Point of Rocks – Rustic Cottage-#1 ; by Beachside Management

    2 Bed/2 Bath Ground Floor Unit.-HALF BLOCK TO THE BEACH! Included with your stay:  Complimentary Bicycles, Beach chairs, Beach-Towels, Free-rides around Siesta and a 7-day week office for your convenience and guest needs. Bedroom 1: King Bedroom 2: Bunk (Queen on the bottom, full on top) Living Area-Queen Sofa Bed Also features a futon for extra…

  • $279.00

    LJ’s Cottages at Point of Rocks – The Anchorage-#2 ; by Beachside Management

    2 Bed/2 Bath Ground Floor Unit.-HALF BLOCK TO THE BEACH! Included with your stay:  Complimentary Bicycles, Beach chairs, Beach-Towels, Free-rides around Siesta and a 7-day week office for your convenience and guest needs. Bedroom 1: King Bedroom 2: Bunk (Queen on the bottom, full on top) Living Area-Queen Sofa Bed Also features a futon for extra…

  • $299.00

    Living the Dream – Pink Flamingo ; by Beachside Management

    Just renovated! 2 bed, 1 bath across from Siesta Key Beach.  Included with your stay:  Complimentary Bicycles, Beach chairs, Beach-Towels, Free-rides around Siesta and a 7-day week office for your convenience and guest needs. Prime location just steps from the beach a 1 minute walk to the shops and restaurants of Siesta Key Village. Sleeps 6 Guests Bedroom…

  • $299.00

    Living the Dream – Starfish ; by Beachside Management

    Just renovated! 2 bed, 1 bath across from Siesta Key Beach.  Included with your stay:  Complimentary Bicycles, Beach chairs, Beach-Towels, Free-rides around Siesta and a 7-day week office for your convenience and guest needs. Features beach and sunset views. Prime location just steps from the beach a 1 minute walk to the shops and restaurants of Siesta Key Village.…

  • $299.00

    Living the Dream – Mermaid ; by Beachside Management

    Just renovated! 2 bed, 1 bath across from Siesta Key Beach. Features beach and sunset views.  Included with your stay:  Complimentary Bicycles, Beach chairs, Beach-Towels, Free-rides around Siesta and a 7-day week office for your convenience and guest needs. Prime location just steps from the beach a 1 minute walk to the shops and restaurants of Siesta Key…

  • $139.00

    Barefoot Bungalow – Gem ; by Beachside Management

    NEWLY RENOVATED JULY 2017! This 2 bedroom cottage is just steps from the powder white sands of Siesta Key Beach. Quiet, safe and a block and a half to the Village for dining, nightlife. Included with your stay: Complimentary Bicycles, Beach chairs, Beach-Towels, Free-rides around Siesta and a 7-day week office for your convenience and guest…

  • $139.00

    Barefoot Bungalow – Gull Cottage ; by Beachside Management

    This cozy 2 bedroom cottage is just a few steps from the powder white sands of Siesta Key Beach. Quiet, safe and a block and a half to the Village for dining and nightlife. Included with your stay: Complimentary Bicycles, Beach chairs, Beach-Towels, Free-rides around Siesta and a 7-day week office for your convenience and guest…

  • Barefoot Bungalow – Cozy Cottage ; by Beachside Management

    This cozy 2 bedroom cottage is one of the closest vacation rentals to the beach on Siesta Key! Included with your stay: Complimentary Bicycles, Beach chairs, Beach-Towels, Free-rides around Siesta and a 7-day week office for your convenience and guest needs. The unit features a King bed in each of the bedrooms and a queen sofa sleeper in the living area. Quiet, safe and a block and a half to the Village for dining and nightlife.

  • $599.00

    Siesta Key Paradise – A Siesta Key Paradise 65-4 Bed-2Bath ; by Beachside Management

    4 Bedroom Beachfront Pool Home. Closest house to the beach on Siesta Key!  Included with your stay:  Complimentary Bicycles, Beach chairs, Beach-Towels, Free-rides around Siesta and a 7-day week office for your convenience and guest needs.  Siesta Key Paradise is nestled within walking distance of the quaint Siesta Key Village and only steps from the #1 beach in…

  • $129.00

    Sea Club II – Deluxe 2 Bedrm 1Bath Queen+2 twins QSofabed ; by Beachside Management

    Delightful  Two bedroom One bath SLEEPS SIX (SEA CLUB 2) is just North of Stickney Point, and just 2 miles from Siesta Key Village, where Crescent Beach and Siesta Key Public Beach meet. A 4-minute walk to the Gulf of Mexico will take you to beautiful Crescent Beach,right on the border of Siesta Key Public Beach. Park your…

  • $179.00

    Sea Club II – Premium 1 Bed-1 Bath Queen Bed ; by Beachside Management

    One Bedroom, One Bathroom Queen bed sleeps two. This newly renovated unit features a full kitchen and living room with fireplace. Free parking, front porch, also features a flat screen TV in the bedroom and living room. This condo also has Wi-Fi and there are laundry facilities on the property grounds and is located between the bay and the…

  • $109.00

    Sea Club II – Premium 1 Bed – 1 Bath King/Queen Futon ; by Beachside Management

    1 King bedroom with Queen sofabed in Living room in a waterfront community for rent on Siesta Key. This stunning space features a full kitchen, living room with pull out sofa, which sleeps a total of 4. Free parking, front and back porches with a flat screen TV in the bedroom and living room. This…

  • $189.00

    Siesta Beach House – Unit 302-2 bedroom 3 Bath

    Unit 302 Split Level Townhouse Two bedroom 3 bath.1 King in Master Bedroom, Second bedroom has Double with Twin Bunk beds. All on 2nd floor. (SLEEPS 8) Located at Siesta Beach House, this breathtaking modern townhouse, is just steps from the private beach entrance. Totally renovated from top-to-bottom in 2016 with new Italian sleek design…

  • $179.00

    Bay Oaks E33; by Beachside Management

    DIRECT POOL VIEW! This beautifully up to date 2 bedrooms, 2 full bath island get-a-way offers a screened lanai with an unobstructed view of the pool!! Some of our quality amenities include Bicycles, Beach chairs, Beach-Towels, Siesta Key Fitness Center Partnership and access to out 7-day week office.

  • $139.00

    Sun and Sea – Sun and Sea (2 Bedroom 1 Bath) ; by Beachside Management

    Sun and Sea stunning remodel with all new furnishings, One queen bed, and two twins in the second bedroom, Queen sofa bed in living room, one bathroom. SLEEPS SIX. Included with your stay:  Complimentary Bicycles, Beach chairs, Beach-Towels, Free-rides around Siesta and a 7-day week office for your convenience and guest needs.  Siesta Key duplex with private and gated Beach Access just…

  • $139.00

    Gulf Holiday – Superior King with Sofa Bed- sleeps 4 ; by Beachside Management

    Located just 1/2 block from the powdery white sands of the best beach in the US and its crystal blue waters!  Included with your stay: Complimentary Bicycles, Beach chairs, Beach-Towels, Free-rides around Siesta and a 7-day week office for your convenience and guest needs. Enjoy the darling floorplan with kitchenette, oversized flat screen TV and Wi-Fi internet…

  • $375.00

    Dockside Delight ; by Beachside Management

    Beaches! Boating! Bistros!! Included with your stay: Complimentary Bicycles, Beach chairs, Beach-Towels, Free-rides around Siesta and a 7-day week office for your convenience and guest needs.This Tropical Paradise in “The Village” has been lovingly updated throughout. Beaches… you are a short walk to world famous Siesta Key Beach. Boating… approx. 72′ of canal front (dredged in…

  • $189.00

    Crescent Beach Villas – La Perlita West-2 Bedroom, 2 Bath- Sleeps 6 ; by Beachside Management

    Welcome to La Perlita Casita! This gorgeous freshly remodeled beach casita is the perfect getaway for you and your closest friends and family! Included with your stay: Complimentary Bicycles, Beach chairs, Beach-Towels, Free-rides around Siesta and a 7-day week office for your convenience and guest needs.The décor is beautifully done and so reminiscent of the seashore…

  • $189.00

    Crescent Beach Villas – La Estrella East- 2 Bedroom, 2 Bath- Sleeps 6 ; by Beachside Management

    Welcome to La Estrella Casita! This gorgeous freshly remodeled beach casita is the perfect getaway for you and your closest friends and family! Included with your stay: Complimentary Bicycles, Beach chairs, Beach-Towels, Free-rides around Siesta and a 7-day week office for your convenience and guest needs. The décor is beautifully done and so reminiscent of the seashore…

  • $150.00

    Bungalow on the Rocks ; by Beachside Management

    Beachview Delight – Bungalow on the Rocks Accommodates: 3 Max. Adults: 3 Max. Children: 2 Units: 1Room type: Private

  • $179.00

    Bay Oaks – D42 ; by Beachside Management

    Two Bed, Two bath multi story Siesta Key condominium. Included with your stay: Complimentary Bicycles, Beach chairs, Beach-Towels, Free-rides around Siesta and a 7-day week office for your convenience and guest needs. This darling condo features one queen bedroom and one bedroom with a queen bed as well as a twin. In addition, it has several balconies.The kitchen and…

  • $199.00

    Bay Oaks – E35 ; by Beachside Management

    Newly renovated two bedroom, two bath Siesta Key condominium. Included with your stay: Complimentary Bicycles, Beach chairs, Beach-Towels, Free-rides around Siesta and a 7-day week office for your convenience and guest needs. This darling condo features one king bedroom and one bedroom with two twin beds. In addition, it has and a newly remodeled bathroom, walk-in closet, and a private balcony.The kitchen…

  • $375.00

    Bay Oaks – C21 ; by Beachside Management

    Super Nice Just renovated !!!! All new furniture and appliances, 2 bedroom,1 bath Condo in family-friendly Bay Oaks. Included with your stay: Complimentary Bicycles, Beach chairs, Beach-Towels, Free-rides around Siesta and a 7-day week office for your convenience and guest needs. Enjoy fishing on the intercoastal waterway dock, the Tennis Courts or relaxing by the pool, which…

  • $259.00

    Banana Cabana and Cottage – Unit 541-2 Bedroom 2 Bath ; by Beachside Management

    Two Bedroom 2 bathroom Beach House across from Siesta Key Beach with Wrap around balcony.Included with your stay: Complimentary Bicycles, Beach chairs, Beach-Towels, Free-rides around Siesta and a 7-day week office for your convenience and guest needs.King in Master bedroom, Queen in the second bedroom and Queen sofa bed, Sleeps 6.It’s quite special not having…

  • $259.00

    Banana Cabana and Cottage – Unit 539-2 Bedroom-2 Bath ; by Beachside Management

    Two Bedroom Two Bathroom Beach House across from Siesta Key Beach. Included with your stay: Complimentary Bicycles, Beach chairs, Beach-Towels, Free-rides around Siesta and a 7-day week office for your convenience and guest needs. Each bedroom has a queen bed, one bedroom has a master bath. Features a bonus room with queen sofa sleeper and extra space…

  • $499.00

    A House on Siesta Beach ; by Beachside Management

    THE BEST BEACH HOUSE SIESTA HAS EVER OFFERED, GUARANTEED!! DIRECT GULF FRONT! Complimentary Bicycles, Beach chairs, Beach-Towels, Free-rides around Siesta and 7-day week office(s) for your convenience and guest needs. When you dream of a Beach House that sits on the whitest & most soft sand in the World, Sand made from quartz Beach that is always cool to…

  • $599.00

    The Lookout ; by Beachside Management

    NEWLY CONSTRUCTED MODERN/CONTEMPORARY – SIESTA KEY BEACH RESIDENCE; a must-see, rare new construction on Siesta Key, much sought after modern and contemporary design, 4 Bedrooms/6 Bathrooms-Sleeps 12. Included with your stay:  Complimentary Bicycles, Beach chairs, Beach-Towels, Free-rides around Siesta and a 7-day week office for your convenience and guest needs. This new home has it all! Floor to…

  • $225.00

    A Shore Thing – Key Largo ; by Beachside Management

    Directly across from Siesta Beach access!! Included with your stay: Complimentary Bicycles, Beach chairs, Beach-Towels, Free-rides around Siesta and a 7-day week office for your convenience and guest needs.  This darling Florida getaway has 1 king size bedroom and one queen size sofa sleeper pullout in the living room and one bathroom. It offers a kitchen with range top and convection oven as…

  • $199.00

    A Shore Thing – Marathon ; by Beachside Management

    Directly across from Siesta Beach access! Included with your stay: Complimentary Bicycles, Beach chairs, Beach-Towels, Free-rides around Siesta and a 7-day week office for your convenience and guest needs. This darling Florida getaway has 2 king size bedrooms and 1 bedroom with two twin size beds in addition to two full bathrooms. Beautiful balcony view!!. It…

  • $229.00

    A Shore Thing – Islamorada ; by Beachside Management

    Directly across from Siesta Beach Access! Included with your stay: Complimentary Bicycles, Beach chairs, Beach-Towels, Free-rides around Siesta and a 7-day week office for your convenience and guest needs.  This darling Florida getaway has 2 king size bedrooms and 1 bedroom with two twin size beds in addition to two full bathrooms. Beautiful balcony view!!. It offers a full self-catering…

  • $319.00

    Village House – Gulf ; by Beachside Management

    This darling Florida getaway has 2 queen size bedrooms in addition to two full bathrooms. Included with your stay:  Complimentary Bicycles, Beach chairs, Beach-Towels, Free-rides around Siesta and a 7-day week office for your convenience and guest needs. It offers a full self-catering kitchen, flat screen TV, dining room and living room containing queen size sofa sleeper pullout. This house is near to one of the…

  • $299.00

    Village House – Island ; by Beachside Management

    Private fishing pier! This darling 1 king size bedroom Florida getaway offers a full self-catering kitchen, flat screen TV, dining room and living room containing queen size sofa sleeper pullout. Included with your stay:  Complimentary Bicycles, Beach chairs, Beach-Towels, Free-rides around Siesta and a 7-day week office for your convenience and guest needs. This house is near to one of the best beaches in…

  • $299.00

    Village House – Hibiscus ; by Beachside Management

    Private fishing pier! This darling Florida getaway has a kingsize bed in addition to a queen size pullout sofa. Included with your stay:  Complimentary Bicycles, Beach chairs, Beach-Towels, Free-rides around Siesta and a 7-day week office for your convenience and guest needs. It offers a full self-catering kitchen, flat screen TV, and a dining room. This house is near to one of the…

  • $225.00

    Minorga on the Key-Beachside – King Suite ; by Beachside Management

    Rooms offer full self-catering kitchens, a flat screen T.V. in Living room, Dining room space, and separate bedroom with a King bed. Each one-bedroom suite sleeps 4 people utilizing the comfortable queen sleeper sofa in the living area.  Each unit is equipped with cooking utensils and hair dryers. Some rooms are Pet-friendly. We are a tropical paradise 300 yards to the beach. Choice…

  • $179.00

    Siesta Key Beach Resort & Suites; Studio with 2 Queen Beds

    Room with 2 queen beds bed. Bathroom have either shower, bath tub or large jetted tub. All rooms include coffee makers, small refrigerator, microwave, TV, 2 beach towels and 2 beach chairs. All rooms include use of bicycles for up to 3 hours. We have irons/ iron boards, hair dryers on request only.

  • $179.00

    Siesta Key Beach Resort & Suites – Accessible wheel in shower

    Suite featuring a king bed in the bedroom. The living room features a sleeper sofa. Bathroom contains a shower, tub or jetted tub. Flat screen TV. Kitchenette offers microwave, small refrigerator, coffee maker and either a stove top or convection microwave. We supply beach towels for 4 and beach chairs for 2. All rooms include bicycle (and helmet) usage for up to 3 hours per day. We have irons/ iron boards, hair dryers on request only.

  • $179.00

    Siesta Key Beach Resort & Suites – Studio Queen for Two

    Room with queen bed. Bathroom has bath tub.  All rooms include coffee makers, small refrigerator, microwave, TV, blow dryer, 2 beach towels and 2 beach chairs. All rooms include use of bicycles for up to 3 hours.

  • $179.00

    Siesta Key Beach Resort & Suites – King Standard

    Room with King bed. Bathroom have either shower, bath tub or large jetted tub.  All rooms include coffee makers, small refrigerator, microwave, TV, blow dryer, 2 beach towels and 2 beach chairs. All rooms include use of bicycles for up to 3 hours.

  • $179.00

    Siesta Key Beach Resort & Suites – Studio with 2 Queen Beds

    Room with 2 full size beds. Kitchenette includes small refrigerator, microwave, coffee maker, sink and dishes for 4. TV, blow dryer, 4 beach towels and 2 beach chairs in every room. Includes use of bicycles for up to 3 hours daily.

  • $179.00

    Siesta Key Beach Resort & Suites – Studio with 2 Queen Beds (Sleeps 4)

    Room with 2 queen size beds, full bathroom with bath, shower or jetted tub,. Kitchenette includes microwave, small refrigerator, coffee maker, dishware for 4 and sink. Room includes mounted TV, 4 beach towels and 2 beach chairs. All rooms include use of bicycles for up to 3 hours per day.

  • $159.00

    Siesta Key Beach Resort & Suites – Studio King with Queen Sleeper Sofa (Sleeps 4)

    Room with King bed and sleeper sofa. Full bathroom,with either shower or tub. Kitchenette includes microwave, small refrigerator, coffeemaker. All rooms have flat screen TV, 2 beach chairs, 4 beach towels, and use of bicycles for up to 3 hours per day.

  • $179.00

    Siesta Key Beach Resort & Suites – Studio King

    A room with a King bed, full bathroom with either a shower, bath tub or jetted tub. Kitchenette includes, small refrigerator, microwave, coffee maker, sink. All rooms have flat screen TV, 2 beach towels, 2 beach chairs and use of bicycles for up to 3 hours per day.

  • $179.00

    Siesta Key Beach Resort & Suites – Two Bedroom Suite (Sleeps 6) Pool View

    Suite featuring a king bed in one bedroom and a full in the other, as well as a full-size sofa sleeper in the living room. Kitchenette includes small refrigerator, microwave coffee maker, and dishware for 6. Living room has sleeper sofa and flat screen TV.

  • $159.00

    Siesta Key Beach Resort & Suites – King Suite The “Bunk Room” (Sleeps 4)

    Fun Bunks! Room with 1 king bed and twin bunk beds. Bathroom has shower, warming towel rack and blow dryer. Kitchenette includes, microwave, small refrigerator, coffee maker, dishware for 4. Flat screen TV, 4 beach  towels and 2 beach chairs included. All rooms include bicycle usage for up to 3 hours per day.

  • $179.00

    Seashell Chateau – Unit B ; by Beachside Management

    “Two Bedroom/ Two Bath upper unit with Balcony. Half a block from Siesta Beach!! Steps from Siesta Key Village, Restaurants, Shops and Entertainment. Bedroom 1- Queen Bedroom 2- Queen”

  • $179.00

    Seashell Chateau ; by Beachside Management

    Nestled on a bed of natural Florida seashells, this gem is located in the heart of Siesta Village Beachside, with the cool white sand of Siesta Beach at one end of the block and the restaurants and shops of Siesta Key Village at the other. Included with your stay: Complimentary Bicycles, Beach chairs, Beach-Towels, Free-rides…

  • $499.00

    Ocean Blue ; by Beachside Management

    Stunning Three Bedroom Two Bath with Private Pool and Hot Tub in a prime location! Located just across the street from the #1 Beach in the USA-Siesta Key Beach. Included with your stay:  Complimentary Bicycles, Beach chairs, Beach-Towels, Free-rides around Siesta and a 7-day week office for your convenience and guest needs. Just 2 blocks to the fun…

  • $279.00

    Siesta Key Beachside Villas – 2 Bedroom “Owner’s Suite” ; by Beachside Management

    Owner’s Suite. This two bedroom premium suite has a very large bedroom with a King Size bed. The second bedroom has a comfortable full bed. The living room is furnished with a decorative fireplace with a large T.V. above it and 3 additional flat screen T.V.s throughout the suite. This suite has a beautiful full…

  • $299.00

    Siesta Key Beachside Villas – 2 Bedroom Suite ; by Beachside Management

    These rooms are fully renovated with impressive finishes. They offer a full self-catering kitchen complete with all cooking utensils, dining room area, and all new furnishings. 2 queen bedrooms w/pillow top mattress, 1 bath easily accommodates 6 people every comfortable utilizing the queen pull out sleeper sofa. Featuring all new art work & beach decor,…

  • $209.00

    Siesta Key Beachside Villas – One Bedroom Suite ; by Beachside Management

    Rooms offer full self-catering kitchens, a flat screen T.V., Dining room space, and separate bedroom with a Queen bed w/pillow top mattress. Each one-bedroom suite sleeps 4 people utilizing the comfortable queen sleeper sofa. All suites are fully remodeled.  Featuring custom art work work/beach decor, granite counter tops and drift wood style floor tiles. Each unit is equipped with cooking utensils and built-in hair dryers. Some…

  • $199.00

    Siesta Key Beachside Villas – Studio King ; by Beachside Management

    This beautifully appointed room was fully renovated. Offers a king size bed with a pillow top mattress, mini bar with refrigerator, flat screen TV and custom driftwood tile floors. From the granite counter tops to the all glass showers or a bath tub, you’ll enjoy the finest of beach décor and finishes while you visit. We are a tropical paradise complete with Hammocks, tiki huts and…

  • $189.00

    Siesta Key Beachside Villas – Studio Queen ; by Beachside Management

    A “room” for two! This beautifully appointed room was fully renovated. Offers a QUEEN size bed with a pillow top mattress, mini bar with refrigerator, flat screen TV and custom driftwood tile floors. From the granite counter tops to the all glass showers or a bathtub, you’ll enjoy the finest of beach décor and finishes…

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