
Apartment holiday rentals in Siesta Key
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Quick stats about flat rentals in Siesta Key

Total holiday rentals
Explore 270 holiday rentals in Siesta Key

Nightly prices starting at
Siesta Key holiday rentals start at €52 per night before taxes and fees

Verified guest reviews
Over 6,630 verified reviews to help you choose

Family-friendly holiday rentals
180 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 50 rentals that welcome pets

Holiday rentals with a pool
210 properties feature pools

Rentals with dedicated workspaces
140 properties have a dedicated workspace

Wifi availability
270 of Siesta Key holiday rentals include wifi 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!
Top-rated apartment rentals in Siesta Key
Guests agree: these apartments are highly rated for location, cleanliness and more.

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!

Beach Bliss: Open Sept 13th - 16th!
This sublime oceanfront studio condo is directly on the pristine white sands and serene blue waters of the Gulf of Mexico in Longboat Key, Florida! On the ground floor, overlooking the heated pool and ocean, this dreamy studio is optimal for sunset viewing from a private lanai. Take a 30-second walk to the pool and secluded beach. Enjoy a relaxing vacation at our peaceful condo at The Beach at Longboat Key Resort! To see all four of our listings, click on my Host photo and scroll down...!

New Luxury Unit Steps From The Ocean in Siesta Key
Newly remodeled, gorgeous and quiet studio is located few steps from the famous Crescent Beach in Siesta Key. Easy access - no stairs. The luxurious full kitchen and bathroom offer a full-sized fridge, microwave, stove\oven, and all the cooking and serving wares you'll need. The lanai provides a great place to enjoy your dinner and glass of wine, or that morning cup of coffee while you awaken to the delightful sounds of the many species of tropical birds, with a gentle, medicinal breeze.

Modern Chic Getaway 2 Min. Walk to Beach & Village
BRAND NEW... Centrally located & steps away (2+ min walk to the beach) from the #1 beach Siesta Key and to the many restaurants, bars, and shops in local village. Relax & recharge at this peaceful cozy coastal 1bd /1ba Siesta Key condo w/ queen Sofa sleeper. Fully stocked unit with great natural lighting + a community deck w/ grill & fire pit. Beach gear provided: beach chairs, umbrella, cooler bags, sunscreen, toys, and beach cart. The warm sun, white sand & ocean waves await you!

Modern 1BR Near Siesta Key + Private Parking
Private coastal retreat minutes from Siesta Key Beach. This spacious 950 sq ft upstairs apartment features soaring ceilings, a bright open layout, and a private entrance. Enjoy a king-sized bed, full kitchen, in-unit washer and dryer, fast Wi-Fi, and dedicated parking. Perfect for couples or guests seeking a peaceful, comfortable stay near the beach. Consistently rated 5⭐ for cleanliness, comfort, and communication. Ideal for couples seeking a peaceful, comfortable beach stay.

Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed
*Siesta Key elevated villa at Solitude Suites on Siesta Key. *Your own detached private villa, located in a small resort. *Waterfront resort w/ heated pool, kayaks, table tennis & Tiki Huts. * Just a 10-12 min walk to award winning beach. *1 Bedroom w/King bed. *1 full bathroom w/shower. *Large kitchen, open living room, fully furnished inc towels & linens. *Private lanai w/ table & chairs. *Beautiful shared pool w/ sun shelf & waterfall. *2 min car ride to beach. *Updated!

Newly Remodeled Beachfront Studio - On the sand!
ONE SHELL COVE on Anna Maria Island has been totally remodeled after Hurricanes Helene and Milton. Wonderful studio floor plan with amazing kitchen. Beautiful view of the waves and the beach right outside your window. Grab your towel, take a few steps and you're on the beach. The sand comes right up to your door in this ground floor unit. Amazing Location Walk to some restaurants Free Trolley goes up and down the Island Rent Kayaks and Paddleboards and enjoy the Beach

Siesta Key Escape | 2BR + Den | Pool & Gulf Views
Cozy Coastal Getaway 🌊 Beautifully updated 2BR + den, 2BA apartment (1,200 sqft) on the first floor with 2 private balconies and partial Gulf views from the den. Sleeps 6 guests max (King, 2 Twins, Queen in den). Stay cool with central AC and ceiling fans in every bedroom and the kitchen. Enjoy a full kitchen, washer/dryer, 2 TVs, and a heated lagoon-style pool shared by just two duplexes—your perfect Siesta Key retreat!

Studio Minutes to Siesta key, Lido Key, and SMH!
Enjoy sunny Sarasota, FL in our studio apartment. Located between Siesta Key and Lido Key. You can walk to Southside Village, Sarasota Memorial Hospital (SMH) and Arlington Park. Enjoy the beautiful neighborhood and easy access to Legacy Trail. Approximate driving times to popular local destinations: Siesta Key - 10 minutes Lido Key - 14 minutes SRQ airport - 15 minutes St Armands - 10 minutes Downtown - 7 minutes

Minutes to Siesta or DT w/heated pool and Hot Tub
Welcome! This modern 1-bedroom, 1-bath vacation rental offers spa-like amenities and a location you’ll love! Just minutes from the world-famous crystal white sands of Siesta Key Beach, it’s the perfect getaway. Nestled in a quiet, walkable neighborhood just a block from Sarasota Bay, your apartment offers easy access to stunning sunsets, excellent shopping, and dining, all while keeping you outside the beach traffic.

Central Downtown Apartment with Pool and Gym
Stay in the heart of downtown in this stylish 2 bed, 2 bath apartment. Enjoy a bright open layout, fully equipped kitchen, cozy living area, and two comfortable bedrooms including a private primary suite. Building amenities include a sparkling pool with games and fully equipped gym. Walk to top restaurants, shops, and nightlife. Perfect for business trips or weekend getaways!

VILLA 5 · Pool view. King bed. Daily rentals
Villa 5 King Bed Studio Suite, Ground Floor, Shared Pool, 2 minutes walk to the Crescent Beach Access #13 from your door . We are a small Resort on Siesta Key offering Daily Rentals Good Value Great Location Dedicated Parking Space No car needed as we’re walking distance to everything
Popular amenities for Siesta Key apartment rentals
Weekly apartment rentals

Little Gem 2nd-Floor Condo w/ Heated Pool | 1BR

Beach Walk Bungalow

Bougie Beach Bungalow – Siesta Key, Florida

Siesta Key Luxury Penthouse, walk to Beach&Village

Two bedroom across from beach, walk to town!

1BR-Ground Floor Condo-Pool-Siesta Key Village

Coastal Luxury Penthouse

Spacious Lido Cottage Walk to Beach & The Circle
Private apartment rentals

Renovated beachside condo-direct beach access

Just renovated, beach view from balcony Unit 203

1 bedroom, 1 bath, steps to Beach, sleeps 4

Modern 2BR Retreat · Heated Pool · Near Siesta

Gertrude's Siesta | Palm-view Pools Private-Beach!

Panoramic Views Walkable Beach Condo

Rustic Beach Hideaway

Wave Whisper in Siesta Key
Apartment rentals with a hot tub

Longboat Key-OCEAN FRONT- on the beach

ROYS PLACE Romantic, Private, Paradise!

Graceful Getaway

Sweet Retreat at Shorewalk!

Las Palmas Beach Rentals unit 2

Free Prkn, Early Chkin, Elevator-4th fl airport/DT

Experience serene and luxury waterfront living.

Waterfront 2BR 2BA | Pool - 10 min walk to Beach
When is the best time to visit Siesta Key?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €186 | €246 | €284 | €226 | €180 | €183 | €212 | €194 | €160 | €163 | €173 | €181 |
| 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 |
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- Flat rentals Sarasota County
- Flat rentals Florida
- Flat rentals United States
- Anna Maria Island
- Siesta Beach
- Anna Maria Island Beach
- Raymond James Stadium
- Coquina Beach
- Lido Key Beach
- Bean Point Beach
- Amalie Arena
- Turtle Beach
- Caspersen Beach
- Vinoy Park
- Manasota Key Beach
- John's Pass
- Crescent Beach
- Tropicana Field
- Englewood Beach
- Fort De Soto Park
- Anna Maria Public Beach
- Cortez Beach
- Img Academy
- River Strand Golf and Country Club
- Splash Harbour Water Park
- North Beach At Fort DeSoto Park
- Myakka River State Park





