
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 Wed & Thurs, $125/nt + Fees!
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.

Elegant 2BR + Den | Heated Pool | Near Beach
Welcome to your perfect getaway! This recently remodeled ground-floor apartment features a washer/dryer, dishwasher, microwave, 2 flat-screen TVs, and 1,200 sqft of space. With 2 bedrooms and a 3rd room (den, see photos), it comfortably sleeps 6 guests max. in beds (1 king, 2 queens) and includes a private breakfast patio. Gumbo Limbo is a mini resort with 2 duplexes, sharing a heated black-bottom lagoon-style pool. Enjoy free parking (2 cars max), beach chairs, sun umbrellas, and Wi-Fi.

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!

Private apartment w/King bed+full kitchen
Welcome to our cozy apartment with King size bed and full kitchen. Parking in the driveway and self check in process make this is a safe and convenient stay whether you’re traveling solo or as a couple. Located on a quiet street yet close to the main road and access to the Legacy Trail + Pompano pickle ball courts at the end of our street. 5 minutes to Pinecraft, local ice cream, restaurants & approximately 7 miles to Siesta Key and Lido Key Beach and 15 minutes to Sarasota airport.

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

· King bed . Pool. Daily rentals
New Studio, King Bed, 1 bathroom on Siesta Key is a short walk to beach Access #12 on Siesta key, Own entrance, Free Parking, self contained. #2 Sand dollar Studio , Comes with a microwave, fridge, coffee maker, smart TV Perfect for a couple, No Pets , No Smoking. Pool shared with 2 other villas . Short walk to The Beach, Bars, Restaurants and shopping. Lots of places on your doorstep to rent boats, bikes, kayaks, Paddle boards, Great Location, Good Value.

Zen Den: Bali Oasis near Siesta w/Pool & Hot Tub
Slip away to your own sanctuary just minutes from Siesta Key's legendary white-sand beaches. The Zen Den is a Balinese-inspired, 1-bedroom retreat wrapped in warm natural textures, soft lighting, and a seamless indoor-outdoor flow — designed for two people who want to completely unwind. Step through French doors to a the beautiful property grounds sparkling pool, bubbling hot tub, and a gazebo made for evening cocktails under the Florida sky.

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
Popular amenities for Siesta Key apartment rentals
Weekly apartment rentals

Siesta Key Condo. Sit by the water !

Longboat Key-OCEAN FRONT- on the beach

Bougie Beach Bungalow – Siesta Key, Florida

Beach Walk Bungalow

Siesta Key Paradise - Steps to Beach & Village

Two bedroom across from beach, walk to town!

Beachfront Corner Condo | Sunset Gulf Views

Siesta Sanctuary
Private apartment rentals

Beechwood Suites B

Just renovated, beach view from balcony Unit 203

Spacious Lido Cottage Walk to Beach & The Circle

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

Panoramic Views Walkable Beach Condo

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

Siesta Key Palm Bay Club Newly Renovated Must See

2BR Panoramic Views – Jamaica Royale Beachfront
Apartment rentals with a hot tub

Graceful Getaway

ROYS PLACE Romantic, Private, Paradise!

Las Palmas Beach Rentals unit 2

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

Sweet Retreat at Shorewalk!

Beachfront • Ground Floor • Lanai • Sunset Views

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 | €174 | €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 |
Destinations to explore
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- Flat rentals Sarasota County
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- Flat rentals United States
- Anna Maria Island
- Siesta Beach
- Anna Maria Island Beach
- Raymond James Stadium
- Coquina Beach
- Lido Key Beach
- Bean Point Beach
- Turtle Beach
- Amalie Arena
- Caspersen Beach
- Manasota Key Beach
- Vinoy Park
- Crescent Beach
- John's Pass
- 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





