
Beachfront vacation rentals in Siesta Key
Find and book unique beachfront homes on Airbnb
Top-rated beachfront rentals in Siesta Key
Guests agree: these beachfront homes are highly rated for location, cleanliness, and more.

Longboat Key-OCEAN FRONT- on the beach
My place is located in a small boutique complex located on Longboat Key. Walk to shops, restaurants and park. You’ll love my place because of Gulf front location with full gulf view from living room, kitchen, master bedroom, and screened lanai. Completely updated in 2015 with full kitchen, two full baths and two bedrooms. A perfect place to relax, listen to the surf and watch amazing sunsets over the Gulf of Mexico. My place is good for couples, solo adventurers, and families (with kids).

Super Clean Cozy and Quaint steps from the beach
The best of all worlds, cleanliness and steps from the beach. Avoid the crowds at the public beach in this beautiful private beach with lounge chairs already at the beach for your convenience. Literally yards from the beach, exit the ground floor condo and walk 100 yards to the gate to the private beach. Only 2 miles from the village, with an easy close by trolley stop just outside the complex. Beach cart, umbrella, cooler, beach toys and towels provided for your convenience! Look no further.

NO Stairs, Siesta beachfront. Walk to the village!
Welcome to your own private getaway directly on Siesta Beach! This ground floor unit is just steps from the powdery sands of Siesta Key. NO STAIRS Enjoy the updated bathroom with quartz countertops, new fixtures, paint, new furnishings, and décor. You literally walk out your door and directly onto the beautiful, fine, powdery white sand of Siesta Key Beach. Private Paradise directly on the white powdery sand of Siesta Key! 2 bedrooms 1.5 bathroom beachfront home with Gulf views that sleeps 6.

Siesta Premier Location - The 'Calm of Siesta'
My place is right across the street from Siesta Key beach, family-friendly activities, and nightlife. You’ll love my place because of the location, the ambiance, the outdoors space, and the neighborhood. My place is good for couples, adventurers, business travelers, and families. Walking distance to the village and is at less crowded section of the public beach which equals perfect location!! Updated and beautifully decorated condo with breathtaking view of the beach, You will LOVE it!

Modern & Bright Escape: Mins Beach, Pool, Hot Tub!
Have an unforgettable stay in this 1BR 1Bath getaway located in the picturesque and tranquil South Village on Siesta Key. Discover the majestic beaches of the Gulf Coast, or spend days basking in the sun next to the pool and the hot tub in the spacious backyard decorated with magnificent murals! ✔ Comfortable Bedroom + Sofa Beds (Sleeps 6) ✔ Open Design Living ✔ Full Kitchen ✔ Backyard Pool, Hot Tub, BBQ Grills, Dining, Games) ✔ Smart TVs ✔ Wi-Fi ✔ Laundry ✔ Parking See more below!

Beachfront Resort, Ocean View, Pool, Tennis, Gym
Beachfront on beautiful Longboat Key, this condominium offers all the amenities of a resort with the privacy and seclusion that has Silver Sands Beach Resort guests returning each year. Enjoy a coffee on your private patio looking at the Gulf and the beach. Relax on our private beach, walk on our soft white sand, take a dip in our heated beachside pool, or enjoy complimentary chaise lounges and beach umbrellas while breathing in the fresh air. You can't get closer to the beach.

Oceanview: Open Saturday, $225/nt + Fees!
This sublime oceanfront studio is directly on the pristine white sands and serene blue waters of the Gulf of Mexico in exclusive Longboat Key, Florida! Located on the second floor, overlooking the heated pool and ocean, this dreamy studio condo is optimal for sunset viewing from a private lanai. Take a 30-second walk to the pool and onward to the secluded beach with loungers. Enjoy a relaxing vacation at our peaceful condo at The Beach on Longboat Key Resort!

On the Beach; Siesta Key SunBum Studio
Welcome back to paradise ! STEPS to your private beach without the tricks or gimmicks found elsewhere on the Siesta 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, 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!

Palm Bay Club! Resort Style Living on Siesta Key!
Meticulously Renovated Oversized, 2 Bedroom 2 Bath, Beach to Bay unit! Walk to the Famous Siesta Key beach, voted #1 beach in the US, with the worlds softest sand! This complex spans from the magnificent Bay with yachts and boats to the private beach with free access to Chairs and loungers, Cabanas are available to rent. Nearby Siesta Key Village has great shopping and restaurants. Access to free transportation around the island is right outside your door.

Cozy 1BR Beach Condo on Siesta Key!
Experience the best of both worlds in this beautiful bayside 2nd floor unit! Sea Club II offers the charm of Old Florida with its shell driveway and old oak and palm trees throughout the property. Relax by the upgraded bayside pool or enjoy Happy Hour by the Tiki Hut or on the open lawn and watch the boats (BIG and small) pass by on the intercoastal. Grills are available for guests to use by the pool area. We also have a new fishing pier and boat dock.

Bradenton Beach Sunsets 1, Anna Maria Island, FL
Fully furnished water view beach cottage located on beautiful Anna Maria Island directly across the street from white sand beach and Gulf of Mexico. 1 Bedroom 1 bath unit that sleeps 4 with the queen pull out couch. Beach chairs/umbrellas/Boogie boards/laundry room, etc. provided. Three blocks from historic Bridge Street with lively restaurants and bars. Free island trolley and across the bridge from Cortez fishing village. Free off-street parking.

Bayside Sunrise Cottage on Siesta Key!
Adorable one bedroom "Old Florida Cottage" on the intracoastal bay side of Siesta Key. This is a stand alone cottage, ground floor, no elevators or flights of stairs to mess with. New Pool with a tiki hut, fishing dock, boat basin (up to 24'), beach access 4 min. walk across Midnight Pass Rd. to the #1 beach with the whitest, softest sand you'll ever see! Hi Def TV in LR , Wifi, TV in BR, stocked with everything but your clothes and toothbrush.
Popular amenities for Siesta Key beachfront rentals
Pet-friendly beachfront home rentals

Bayside Escape-Condo w/ Dock, Pool, and Near Beach

Newly Remodeled Beachfront Studio - On the sand!

Dreamview • 1BR - Siesta Key Beach Sunset View

Saltwater Pool, Lanai, Office, 4 min to Siesta Key

Summer House longboat key

Do you love the beach?

Noko Life on Shore T

Barefoot Boho- Bungalow on the Beach!
Beachfront home rentals with a pool

615 Luxury Condo With Ocean View, Heated Pool +++

Unmatched Gulf Views | Stunning 5th-Floor Condo

Book Family Tides 7 Nts get 3 FREE~Pool~Beach view

Beachfront Paradise! Ground level with Heated pool

Amazing beach view! Entire unit renovated!

Beach & Pool Open! Direct Beachfront Condo! Sunset

Beachfront Studio Retreat on Anna Maria Island

Top Floor Beautiful View Condo-Shore To Please
Private beachfront home rentals

Gulf Beach Front! Walk to Restaurants + Pier!

Private Beach Access - Spacious & Modern Gem!

Spectacular Siesta Key Beachfront Condo

Private Beachfront Casey Key Cottage B

TOES IN THE SAND!

Location! Beach Access/Trolley/ Restaurants!

Wave Whisper in Siesta Key

Time out in Paradise a perfect romantic getaway
When is the best time to visit Siesta Key?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | R5,126 ZAR | R6,321 ZAR | R7,257 ZAR | R5,836 ZAR | R4,763 ZAR | R4,763 ZAR | R4,797 ZAR | R4,295 ZAR | R3,585 ZAR | R3,897 ZAR | R3,983 ZAR | R4,486 ZAR |
| Avg. temp | 16°C | 18°C | 20°C | 22°C | 25°C | 27°C | 28°C | 28°C | 27°C | 24°C | 20°C | 18°C |
Quick stats about beachfront rentals in Siesta Key

Total vacation rentals
Explore 170 vacation rentals in Siesta Key

Nightly prices starting at
Siesta Key vacation rentals start at R1,559 ZAR per night before taxes and fees

Verified guest reviews
Over 7,520 verified reviews to help you choose

Family-friendly vacation rentals
130 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Vacation rentals with a pool
140 properties feature pools

Rentals with dedicated workspaces
80 properties have a dedicated workspace

Wi-Fi availability
170 of Siesta Key vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Siesta Key rentals

4.8 Average rating
Siesta Key stays are highly rated by guests—averaging 4.8 out of 5!
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- Beachfront rentals Sarasota County
- Beachfront rentals Florida
- Beachfront rentals United States
- Anna Maria Island
- Siesta Beach
- Crescent Beach
- John's Pass
- Raymond James Stadium
- Turtle Beach
- Caspersen Beach
- Coquina Beach
- Cortez Beach
- Anna Maria Public Beach
- Lido Key Beach
- Vinoy Park
- Amalie Arena
- Bean Point Beach
- Jannus Live
- Gulfport Beach Recreation Area
- North Beach
- Manasota Key Beach
- River Strand Golf and Country Club
- Splash Harbour Water Park
- Englewood Beach
- North Beach At Fort DeSoto Park
- Point Of Rocks
- Don CeSar Hotel