
Apartment holiday rentals in Siesta Key
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Top-rated apartment rentals in Siesta Key
Guests agree: these apartments 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).

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.

ROYS PLACE Romantic, Private, Paradise!
NAMED #1 BEST AIRBNB WITH POOL IN SARASOTA BY TRIP 101 TRAVEL GUIDE FOR THREE YEARS. "I LOVE ROYS PLACE!" Words most commonly used by guests in reviews are "quality" "clean" "cute" "sexy" "cool" "safe" . This is a restored 600 sq. ft. one bedroom apartment in an old historic home located in the heart of coveted safe Northwest Sarasota. Offered for you, a romantic boutique apartment with your own private (exclusive to you, not shared) CLOTHING OPTIONAL lanai, outdoor shower and heated pool.

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!

Luxury King Suite
Start your day with a refreshing cup of coffee, then stroll to the white sands of Siesta Key beach. Allow the sun and the ocean to bring you home to nature. The cool, white sand refined from 99% quartz powder is unlike anything else in the World. Watch the sunset over the soft rolling waves of ocean water, then come back to your luxury condo and refresh for an evening on the key. Immaculately clean, perfect location, and a true beach oasis—book now for the ultimate Siesta Key experience!

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.

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!

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.

2/2 Beach House Apt on Siesta Key
Siesta Key Waterfront Apartment. Sleeps 6. Split plan 2 bedroom, 2 full bathroom “Beach House” w/ a full kitchen & recently updated! Bedroom 1: King. Bedroom 2: Queen. Living room: Sleeper sofa. 75” smart TV in the living room. A private screened lanai overlooking canal to Sarasota Bay. This is located in a super cute, quaint resort w/ other units. FREE KAYAKS & SUPs FOR GUESTS!
Popular amenities for Siesta Key apartment rentals
Weekly apartment rentals

Beechwood Suites C

Condo Kokomo - stay ON the beach in Siesta Key!

Beach Walk Bungalow

Private Beach, Outside Patio with Full Gulf View

100 Steps to the Sand!

Cozy Condo in Siesta key with boat dock

Sarasota Bliss 2/2 Near Lido, Downtown, SRQ

Renovated beachside condo-direct beach access
Private apartment rentals

Renovated Beach Paradise. Ground Floor unit 64

Anna Maria 2BR Condo • Walk to Beach, Dining, Pier

Beachfront screened in lanai & hot tub, Gulf view

Beach Retreat w/ Deck Walk to Bradenton Beach

Salt Life Living!

Siesta Key Retreat, Private Beach

Condo in Siesta Key

Siesta Key Palm Bay Club Newly Renovated Must See
Apartment rentals with a hot tub

Sweet Retreat at Shorewalk!

Traders' Haven - Historic 8th Ave Mega Beach Condo

The Beach Club at Siesta Key- 104A Condo

Luxury oasis in Sarasota

Apartment in Sarasota

Graceful Getaway

A pool, hot tub, & espresso sleeps 4

In Pinecraft! Spacious 3BR Apt/Hot Tub/75”TV/Grill
When is the best time to visit Siesta Key?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $313 SGD | $371 SGD | $417 SGD | $428 SGD | $328 SGD | $324 SGD | $315 SGD | $288 SGD | $237 SGD | $242 SGD | $258 SGD | $269 SGD |
| 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 flat rentals in Siesta Key

Total holiday rentals
Explore 240 holiday rentals in Siesta Key

Nightly prices starting at
Siesta Key holiday rentals start at $103 SGD per night before taxes and fees

Verified guest reviews
Over 5,120 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 50 rentals that welcome pets

Holiday rentals with a pool
180 properties feature pools

Rentals with dedicated workspaces
130 properties have a dedicated workspace

Wifi availability
240 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!
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- Flat rentals Sarasota County
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- Anna Maria Island
- Siesta Beach
- Raymond James Stadium
- Crescent Beach
- John's Pass
- Turtle Beach
- Coquina Beach
- Vinoy Park
- Lido Key Beach
- Caspersen Beach
- Amalie Arena
- Cortez Beach
- Bean Point Beach
- Anna Maria Public Beach
- Jannus Live
- Manasota Key Beach
- River Strand Golf and Country Club
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- Splash Harbour Water Park
- Lakewood National Golf Club
- The Don CeSar
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