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

Total holiday rentals
Explore 270 holiday rentals in Siesta Key

Nightly prices starting at
Siesta Key holiday rentals start at $102 NZD 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 and kid-friendly amenities

Pet-friendly accommodation
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

Wi-Fi availability
270 of Siesta Key holiday 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!
Top-rated apartment rentals in Siesta Key
Guests agree: These apartments are highly rated for location, cleanliness and more.

VILLA 6 ·Pool 1 King 1 Queen. Daily rentals
Villa #6 is a 2 Bedroom 2 Bathroom Ground Floor Villa on Siesta Key, 2 minutes walk to the Public Beach Access #13, A/C System Full Kitchen with Granite Counter Tops, Stainless Steel Appliances, 65 Inch SMART TV in Living Room, Each Bedroom has an Ensuite Bathroom, Large 2 Person Showers, Overlooks Swimming Pool, Daily and Weekly Rentals, Free Parking by your front door, Free Wifi, No pets, Great Location, Good Value. Bike Rack on site outside. Walk to the beach, bars shops and Restaurants.

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: Discounted August & September!
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.

Cosy “Hide-A-Way Suite” Siesta Key Beach
This beautifully designed open-concept space blends modern comfort with stylish elegance. The seamless flow between the living and dining areas creates a welcoming atmosphere, perfect for relaxation or entertainment. The cozy bedroom, featuring soft colors and plush furnishings, offers a peaceful retreat. Large windows bathe the space in natural light. For added convenience, we offer a queen airbed for additional guests, ensuring everyone enjoys a comfortable stay. Max 4 guests max.

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

Cozy Coastal Getaway 2 min Walk to Beach & Village
Steps away (2+ min walk / Beach Access #3 & #4) 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 upstairs unit w/ private balcony & great natural lighting + a community deck w/ grill & fire pit. Beach gear provided: beach chairs, umbrella, cooler bags, sunscreen, toys. The warm sun, white sand & ocean waves await you!

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

Bougie Beach Bungalow – Siesta Key, Florida

Two bedroom across from beach, walk to town!

Siesta Key Luxury Penthouse, walk to Beach&Village

Beach Walk Bungalow

Panoramic Views Walkable Beach Condo

New Modern on Beach- Walk out 5 steps to Sand

Wave Whisper in Siesta Key

Treetop Deck Apt Central SRQ
Private apartment rentals

Siesta Key Condo. Sit by the water !

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

Coastal Luxury Penthouse

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

Condo Kokomo - stay ON the beach in Siesta Key!

Siesta Sand Dollar Cottage 1 Block Siesta Beach

Lil' Kahuna Siesta Retreat

Lake View Condo
Apartment rentals with a hot tub

Longboat Key-OCEAN FRONT- on the beach

ROYS PLACE Romantic, Private, Paradise!

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

Graceful Getaway

Sweet Retreat at Shorewalk!

Experience serene and luxury waterfront living.

Waterfront 2BR 2BA | Pool - 10 min walk to Beach

The Beach Club at Siesta Key- 104A Condo
When is the best time to visit Siesta Key?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $369 NZD | $486 NZD | $561 NZD | $447 NZD | $355 NZD | $362 NZD | $420 NZD | $384 NZD | $316 NZD | $323 NZD | $343 NZD | $358 NZD |
| 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
- Miami Holiday rentals
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- Pet-friendly rentals Siesta Key
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- Apartment rentals Sarasota County
- Apartment rentals Florida
- Apartment 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
- Tampa Convention Center
- Manasota Key Beach
- Vinoy Park
- Crescent Beach
- John's Pass
- Fort De Soto Park
- Tropicana Field
- Englewood Beach
- Cortez Beach
- Anna Maria Public Beach
- Img Academy
- River Strand Golf and Country Club
- Splash Harbour Water Park
- North Beach At Fort DeSoto Park





