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

Total vacation rentals
Explore 270 vacation rentals in Siesta Key

Nightly prices starting at
Siesta Key vacation rentals start at ﺩ.ﺇ 220 per night before taxes and fees

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

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

Pet-friendly vacation rentals
Find 50 rentals that welcome pets

Vacation 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 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!
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.

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).

Near Siesta Key Beaches - Quiet 1 BR apt
Cozy, quiet & private getaway 2 mi. from the white sands of Siesta Key. Solar powered! Under a 100-yr. old live oak, keyless entry, 3-rm. apt., east side of our home. 10 min. to beaches, 3 min. to shopping, groceries, pubs, restaurants or cook at home: apt. size stove, fridge, toaster oven, full size microwave, coffee pot. Take a morning cup out to your fenced private patio and enjoy the tropical garden. Everything you need is here. Escape to this special retreat in a relaxed tranquil setting.

Beach Bliss: Open Tomorrow, $185/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...!

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!

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.

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.

Little Gem 2nd-Floor Condo w/ Heated Pool | 1BR
Charming second-floor 1-bedroom condo in a quiet residential area of Sarasota. Siesta Key Beach is a 5–10 minute drive (traffic dependent). Pet-friendly home — all pets welcome with a flat $10 pet fee per reservation, regardless of the number of pets. Guests enjoy access to a heated community pool and a convenient location close to shopping and dining.
Popular amenities for Siesta Key apartment rentals
Weekly apartment rentals

Just renovated, beach view from balcony Unit 203

No stairs, across from Siesta beach, walk to town

Beach Walk Bungalow

Bougie Beach Bungalow – Siesta Key, Florida

Siesta Key Luxury Penthouse, walk to Beach&Village

New Modern on Beach Longboat Key (5 steps to Sand)

Cozy 1BR w/ Pool · 4 min from Siesta

1 min walk to Siesta Beach | Free Bikes & Boards!
Private apartment rentals

Treetop Deck Apt Central SRQ

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

Siesta Sand Dollar Cottage 1 Block Siesta Beach

Cozy 1BR in Pinecraft • 10 Min to Sarasota Fun

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

Condo Kokomo - stay ON the beach in Siesta Key!

Panoramic Views Walkable Beach Condo

Lake View Condo
Apartment rentals with a hot tub

ROYS PLACE Romantic, Private, Paradise!

Graceful Getaway

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

Sweet Retreat at Shorewalk!

Siesta Key Palm Bay Club Newly Renovated Must See

The Beach Club at Siesta Key- 104A Condo

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

Shark Eye: On Sand, Sea View, Beach Gear, Veranda!
When is the best time to visit Siesta Key?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 793 | ﺩ.ﺇ 1,047 | ﺩ.ﺇ 1,208 | ﺩ.ﺇ 962 | ﺩ.ﺇ 764 | ﺩ.ﺇ 779 | ﺩ.ﺇ 903 | ﺩ.ﺇ 826 | ﺩ.ﺇ 679 | ﺩ.ﺇ 694 | ﺩ.ﺇ 738 | ﺩ.ﺇ 771 |
| 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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- 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
- Vinoy Park
- Manasota Key Beach
- Crescent Beach
- John's Pass
- Englewood Beach
- Tropicana Field
- Fort De Soto Park
- Anna Maria Public Beach
- River Strand Golf and Country Club
- Cortez Beach
- Img Academy
- North Beach At Fort DeSoto Park
- Splash Harbour Water Park





