Beachfront holiday rentals in Siesta Beach

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Top-rated beachfront rentals in Siesta Beach

Guests agree: these beachfront homes are highly rated for location, cleanliness and more.

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Guest favourite

Flat in Siesta Key

4.99 out of 5 average rating, 145 reviews

Siesta Key #1 Beach, pickle ball & tennis paradise

Beautiful Apartment w/ Hotel Services, at Siesta Key Beach. Totally remodeled. Fully equipped to spend the best holidays with family or friends. Condo hotel, on the best beach in Siesta. Beach pool, shade pool (heated), gym, 3 tennis courts on site (2 clay, 1 hard) and 2 pickle ball courts. Master bedroom with King bed. The Mattress is a SAATVA ORGANIC. 2nd room with 2 single beds, and a queen sofa bed, in the living room. Pack n Play 600 MB Wifi. HD TV. 70” Smart TV Nesspreso, Keurig Machines

Guest favourite

Island in Sarasota

4.97 out of 5 average rating, 305 reviews

NEW NEXT 4 DAYS CX 30% OFF Sarasota #1 Lux Villa

Check our nearby sister properties for 2024 dates by clicking our host picture, then click picture again or "contact host". Or BOOK 2024 NOW, stay in Style magazines exclusive beachfront gem! This property OWNS THE BEACH!! UNIQUE PRIVATE POOL & BEACH combo is HEAVEN! Private ELEVATOR! 32,000/gl FREEFORM POOL, with 4 WATERFALLS, HOT GROTTO with HOT falls! NEW BBQ PIT AREA, BIKES, KAYAKS, and PADDLEBOARDS! WRAPAROUND BALCONY, CHEF kitchen. Hosted CELEBS! SHOPPING, FINE DINING, watch our VIDEOS!

Guest favourite

Apartment in Siesta Key

4.96 out of 5 average rating, 277 reviews

On the Beach; Siesta Key SunBum Studio

STEPS TO YOUR OWN PRIVATE BEACH!! NO TRICKS or GIMMICKS LIKE OTHER LISTINGS on the KEY. This is the only studio in the Palm Bay Club tower on ground level with breathtaking views of the white sand and gulf waters. The Palm Bay Club offers 2 pools, hot tub, new gym, boat docks, fishing pier, outdoor grills, tennis/pickle ball courts; not to mention FREE parking+ beach lounge chairs. Enjoy 2 free bikes day rental with booking! You are sure to enjoy your time here on the #1 U.S. Beach.

Guest favourite

Apartment in Siesta Key

4.83 out of 5 average rating, 123 reviews

Sarasota Surf & Racquet Club Siesta Key Condo

Sarasota Surf and Racquet Club is located on Siesta Key's award winning Crescent Beach. Our condo unit has all of the amenities of home for your convenience. The master bedroom has a king sized bed and it's own ensuite with walk-in shower. The second bedroom has 2 double beds and a large closet for all of your belongings. The complex has two heated pools, multiple charcoal grills and just steps away from the unit are 3 tennis courts and 2 pickle ball courts. Restaurants and shopping close by

Guest favourite

Cottage in Bradenton

4.93 out of 5 average rating, 306 reviews

Historic Private King Bed Suite-Near Beach-D’Town.

Your relaxing vacation is here! Private Cottage with a huge deck. Wonderfully furnished with plush linens, beach towels/chairs. A great nights sleep with a king-size bed and pull-out couch which serves as 2nd bed. Private kitchen and bath. TV and fast WIFI. We are located in a historic and quiet neighborhood in DT Bradenton. There are 3 villas on our large corner property. Off street parking. Quiet times are between 10PM until 7:30AM. Please respect others. Walk to many great restaurants!

Superhost

Apartment in Siesta Key

4.88 out of 5 average rating, 124 reviews

Private Beach Siesta Key Resort Jamaica Royale

Jamaica Royale is a Beach Front Oasis, offering a private community with our own beach access and 3 heated pools . Enjoy our sidewalks, directly to the beach with no roads to cross; only residents are allowed onto the property, offering a family-safe paradise! Put your toes in the white sands of Siesta Key, where we have a private beach pavilion and lounge chairs! Look at our overview, to see our excellent location! We are in the first set of villas, closest to the beach.

Guest favourite

Apartment in Siesta Key

4.96 out of 5 average rating, 104 reviews

2 Bed/2 Bath Condo Resort View on Siesta Key Beach

Amazing 2nd floor unit in building C at the Sarasota Surf & Racquet Club. This fully furnished 2 bed/ 2 bath condo offers a resort view and just steps away from the white sands of Siesta Key Beach. This unit is recently updated with an open floor plan, featuring stainless steel appliances, granite counter tops, kitchen bar with stools, living room, and dining room. This unit has flat screen tv's, ceiling fans, and maid service including linens and bath towels.

Superhost

Apartment in Siesta Key

4.89 out of 5 average rating, 119 reviews

Siesta Key Beach Escape

Siesta key beach is consistently one of the top three beaches in the USA. My condo is within view of the beach and a short walk to the quaint little village. This roomy end unit has two large bedrooms, each with its own bath and walk-in closet. There is a dining room, living room, and large lanai. Walk the beach, jump in the saltwater pool, use the exercise room or enjoy the tennis and pickleball courts. No matter what you do you'll enjoy this magical place.

Guest favourite

Guest suite in Siesta Key

4.93 out of 5 average rating, 136 reviews

Cozy Studio - 5 min walk to #1 Siesta Key Beach!

Adorable Cabana style studio just steps from Siesta Key Village, and a 5 minute walk to Beach Access #2. Spend your day exploring the key, swimming in the ocean, and experiencing the local restaurants and shops. Enjoy coffee in the mornings on the patio, and use the available bikes to catch a beautiful sunset each night. **Please note: - No excessive noise or Parties/Events will be allowed** - No Smoking inside the unit** - Quiet hours from 10 PM to 7 AM**

Superhost

Townhouse in Siesta Key

4.87 out of 5 average rating, 189 reviews

"Safe & Clean"- Honeymoon Suite- Siesta Key Beach

The Honeymoon Suite is located within 60 steps to #1 beach in the nation "SIESTA KEY." You will love our mini resort named "Gumbo Limbo" because of it's unbeatable location!!!! This 1 bedr/2 baths townhouse, sq ft 850 offers 2 floors, central AC, 2 balconies (Beach, pool and garden views) and a black bottom lagoon style pool which is heated during the colder winter months. Complimentary: parking (1 car), beach chairs and Wifi.

Guest favourite

Apartment in Siesta Key

4.81 out of 5 average rating, 291 reviews

[Beach Elements] pool view + private beach & bikes

Relax & Recharge at Siesta Beach in a poolside one-story villa. + 2 beach cruiser bikes ( additional $35 each per stay) This modern studio is fully equipped with a kitchen, granite countertops & stainless steel appliances. Queen size Murphy bed and full-size sleeper sofa. Recently updated kitchen, bathroom, and a complete living area. It overlooks 1 of 3 pools Enjoy the morning sun, with your coffee on the patio.

Guest favourite

Apartment in Siesta Key

4.93 out of 5 average rating, 181 reviews

Siesta key getaway!

perfect and very comfortable 4th floor condo with elevator, screened in lanai, fully stocked kitchen and full bath. laundry facilities on the premises, a tennis court. We supply beach chairs, umbrellas, a rolling cooler and big beach bag. There is a beautiful dock on the intercoastal side of us with picnic chairs, grills, and you may even see dolphins playing !