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Apartment holiday rentals in Siesta Key

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Top-rated apartment rentals in Siesta Key

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Apartment in Siesta Key

4.83 out of 5 average rating, 235 reviews

Siesta Key 1/1 King bed “Sunset Suite” Pool Kayaks

We pay your AIRBNB service fees for you! Updated & inviting coastal getaway, located on the island of Siesta Key in a small resort called Solitude Suites on Siesta Key. The “Sunset Suite” has a living/dining/kitchenette area w/ 65” TV, a separate bedroom & a separate bathroom. Off the bedroom is a private open wood deck. Table & chairs allow you to enjoy the perfect view of a Siesta Key sunset. New shower in Dec 2023! 2 min drive or 10 min walk to beach! Enjoy FREE Kayaks, SUPs & Tiki Huts!

Apartment in Siesta Key

4.83 out of 5 average rating, 286 reviews

[Sunny in Siesta] King bed+5 minute walk to beach

Your relaxing beach vacation awaits! Enjoy the island life from a freshly remodeled condo. Quick stroll to the #1 beach in the US. Public Access #12 (5 min walk) or hop on the free trolley to Siesta Beach & the Village. Can’t beat this location...Walk to Crescent Club, Captain Curt’s, Big Water Fish Market, Daquiri Deck & more. Beach gear includes- wagon., 2 chairs, small cooler and beach towels. 2 Bikes available to rent ($35 per bike) King bed BEAUTY REST BLACK & queen sofa bed.

24 Sept – 1 Oct

£222 per night

Guest favourite

Apartment in Sarasota

4.96 out of 5 average rating, 120 reviews

Lido-Key- Tiny Studio Holiday Cottage-A

**No Kids allowed** Lido Key- 7-10 min walk to the beach & St Armands. Quaint main floor tiny (smaller than a hotel room) studio is in a Great location and an affordable way to enjoy this popular area. This cozy cottage features a Queen size bed, refrigerator, stove, microwave, coffee maker, washer & dryer, and fully stocked cooking items & dishes, There is a pull-out large kitchen table. Beach chairs, umbrella & towels are provided. Located at 170 Roosevelt Dr Drive, Sarasota, Fl 34236.

2–9 Sept

£149 per night

Guest favourite

Apartment in Siesta Key

4.96 out of 5 average rating, 276 reviews

On the Beach; Siesta Key SunBum Studio

STEPS TO YOUR OWN PRIVATE BEACH!! NO TRICKS or GIMMICKS LIKE OTHER LISTINGS on the KEY. This is the only studio in the Palm Bay Club tower on ground level with breathtaking views of the white sand and gulf waters. The Palm Bay Club offers 2 pools, hot tub, new gym, boat docks, fishing pier, outdoor grills, tennis/pickle ball courts; not to mention FREE parking+ beach lounge chairs. Enjoy 2 free bikes day rental with booking! You are sure to enjoy your time here on the #1 U.S. Beach.

12–19 Apr

£426 per night

Guest favourite

Apartment in Siesta Key

4.83 out of 5 average rating, 122 reviews

Sarasota Surf & Racquet Club Siesta Key Condo

Sarasota Surf and Racquet Club is located on Siesta Key's award winning Crescent Beach. Our condo unit has all of the amenities of home for your convenience. The master bedroom has a king sized bed and it's own ensuite with walk-in shower. The second bedroom has 2 double beds and a large closet for all of your belongings. The complex has two heated pools, multiple charcoal grills and just steps away from the unit are 3 tennis courts and 2 pickle ball courts. Restaurants and shopping close by

4–11 Nov

£388 per night

Apartment in Siesta Key

4.82 out of 5 average rating, 131 reviews

The Key to a Great Vacation!

Welcome to our one bedroom, one bath (4 piece) main floor condo. Recently renovated. Freshly painted with new furniture, a brand new king size memory foam mattress with contemporary decoration (with queen size pull out couch). Easily accessible with no steps to climb and close, convenient parking right outside the front door. Quiet, peaceful and near both Siesta Key Beach and the condo pool ensure a wonderful vacation. Walk across the street and enjoy one of the best beaches in the world.

25 Aug – 1 Sept

£190 per night

Guest favourite

Apartment in Sarasota

4.95 out of 5 average rating, 123 reviews

Cozy Beach Side 1BD/2BA, Walk to Beach & Pool

- First Floor 1 Bed/2 Bath condo w/ One King Bed( STEARNS &FOSTER MATTRESS) + One Sofa Bed - 3 Minute Walk to Private Access World Renowned Siesta Beach and Saltwater Heated Pool - Beach Side of Midnight Pass Rd - Beach Gear Provided - Patio Area - One Parking Space out front ( max to mid SUV = size similar Honda pilot) - Restaurants, bars, ice cream and seven Eleven, grocery & liquor store , pharmacy+ shops right across the street! Go to places by walking or riding a free Trolley.

13–20 Sept

£197 per night

Guest favourite

Apartment in Longboat Key

4.97 out of 5 average rating, 148 reviews

Charming Condo on the Coast!

This sublime oceanfront studio is directly on the pristine white sands and serene blue waters of the Gulf of Mexico in exclusive Longboat Key, Florida! Located on the second floor, overlooking the heated pool and ocean, this dreamy studio condo is optimal for sunset viewing from a private lanai. Take a 30-second walk to the pool and onward to the secluded beach with complimentary chairs and umbrellas. Enjoy a relaxing vacation at our peaceful condo at The Beach on Longboat Key Resort!

3–10 Apr

£298 per night

Guest favourite

Apartment in Siesta Key

4.93 out of 5 average rating, 181 reviews

Siesta key getaway!

perfect and very comfortable 4th floor condo with elevator, screened in lanai, fully stocked kitchen and full bath. laundry facilities on the premises, a tennis court. We supply beach chairs, umbrellas, a rolling cooler and big beach bag. There is a beautiful dock on the intercoastal side of us with picnic chairs, grills, and you may even see dolphins playing !

6–13 Jun

£122 per night

Guest favourite

Apartment in Siesta Key

4.85 out of 5 average rating, 132 reviews

Siesta Key Ground Floor Condo 2BR On Trolley Line

A cozy Siesta Key ground floor condo unit w 2 bedrooms & 1 bath on the trolley line. Has all the amenities you need for a relaxing beach vacation and your day at the beach. Located conveniently to Crescent beach w access to the south and Siesta Key public beach to the north. Trolley stops right out front. Assigned parking spot directly in front of the unit.

11–18 Nov

£164 per night

Guest favourite

Apartment in Siesta Key

4.96 out of 5 average rating, 105 reviews

Siesta Key Condo. Checkout our great rates!

Our beautiful Siesta Key condo is located a short stroll from the famous Siesta Key beach with its beautiful quartz sand and amazing sunsets. The Midnight Cove II condominium complex has private beach access with outstanding amenities and is very family friendly, come and enjoy the natural beauty this complex and all Siesta Key has to offer.

6–13 Oct

£161 per night

Guest favourite

Apartment in Siesta Key

4.96 out of 5 average rating, 354 reviews

Siesta Gardens @ Siesta Key Village

Overall, Siesta Key is in fine shape after Hurricane Ian. Our unit has electric and water now. Cute little condo located directly in the heart of Siesta Key Village. Seconds away from all the shops, restaurants, and the Siesta Key night life. This condo is also conveniently located within walking distance from the #1 Best Beach in America.

3–10 Sept

£220 per night

Holiday rentals for every style

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Popular amenities for Siesta Key apartment rentals

Free parking on premises

Air conditioning

Weekly apartment rentals

Guest favourite

Apartment in Siesta Key

4.93 out of 5 average rating, 182 reviews

Steps away from beach and village! #1 in Siesta!

24–31 Aug

£296 per night

Apartment in Siesta Key

4.88 out of 5 average rating, 122 reviews

Private Beach Siesta Key Resort Jamaica Royale

3–10 Jan

£423 per night

Guest favourite

Apartment in Siesta Key

4.96 out of 5 average rating, 103 reviews

2 Bed/2 Bath Condo Resort View on Siesta Key Beach

20–27 Dec

£390 per night

Guest favourite

Apartment in Longboat Key

4.93 out of 5 average rating, 144 reviews

Beachfront Resort, Ocean View, Pool, Tennis, Gym

25 Jan – 1 Feb

£275 per night

Apartment in Siesta Key

4.89 out of 5 average rating, 118 reviews

Siesta Key Beach Escape

4–11 Nov

£369 per night

Guest favourite

Apartment in Siesta Key

4.89 out of 5 average rating, 152 reviews

Cozy Siesta Key studio 5 minute walk to Village

29 Dec – 5 Jan

£275 per night

Apartment in Siesta Key

4.82 out of 5 average rating, 193 reviews

New: Cozy 1BR Beach Condo on Siesta Key!!!

20–27 Apr

£221 per night

Guest favourite

Apartment in Tierra Verde

4.96 out of 5 average rating, 237 reviews

Natural Beauty on Tierra Verde, Waterfront Condo

2–9 Dec

£124 per night

Pet-friendly apartment rentals

Guest favourite

Apartment in Holmes Beach

4.99 out of 5 average rating, 125 reviews

Beach Escape - Make Memories on Anna Maria Island!

20–27 Apr

£359 per night

Guest favourite

Apartment in Bradenton

4.98 out of 5 average rating, 144 reviews

Luxury 3/3 Margaritaville Resort

19–26 Aug

£265 per night

Guest favourite

Apartment in Holmes Beach

4.93 out of 5 average rating, 140 reviews

Blanco at Sunset Villas on Anna Maria Island

17–24 Sept

£290 per night

Guest favourite

Apartment in Nokomis

4.83 out of 5 average rating, 142 reviews

Private Beachside Kitchenette

27 Nov – 4 Dec

£298 per night

Guest favourite

Apartment in Siesta Key

4.9 out of 5 average rating, 88 reviews

Siesta Village Short Walk to Beach w heated Pool

21–28 Nov

£239 per night

Guest favourite

Apartment in Siesta Key

4.92 out of 5 average rating, 88 reviews

NO Stairs, beachfront & short walk to the village!

26 Jan – 2 Feb

£735 per night

Guest favourite

Apartment in Sarasota

4.96 out of 5 average rating, 67 reviews

Sunshine house +6 min. from Siesta +heated pool

30 Nov – 7 Dec

£140 per night

Apartment in Sarasota

4.57 out of 5 average rating, 47 reviews

Lovely 1bdr condo w/POOL 7min to Siesta Beach

30 Jun – 7 Jul

£122 per night

Apartment rentals with a pool

Guest favourite

Apartment in Siesta Key

4.93 out of 5 average rating, 215 reviews

Private Siesta Key Escape

28 Jul – 4 Aug

£374 per night

Apartment in Longboat Key

4.82 out of 5 average rating, 159 reviews

Updated Beachfront Condo at Prestigious Long Boat

7–14 Apr

£620 per night

Apartment in Sarasota

4.85 out of 5 average rating, 47 reviews

* Beautiful 1BR Beach Condo minutes to Gulf *

8–15 Nov

£128 per night

Guest favourite

Apartment in Siesta Key

4.97 out of 5 average rating, 31 reviews

Cozy Top-Floor Stay on Siesta Key + Bikes

11–18 Nov

£189 per night

Guest favourite

Apartment in Siesta Key

4.95 out of 5 average rating, 65 reviews

The Honeymoon Suite on Siesta Key Beach

5–12 Sept

£192 per night

Guest favourite

Apartment in Siesta Key

4.94 out of 5 average rating, 32 reviews

Siesta Key Beach Getaway 2bd/2ba

10–17 Sept

£166 per night

Guest favourite

Apartment in Siesta Key

5.0 out of 5 average rating, 18 reviews

Amazing beach view! Entire unit renovated!

4–11 Jan

£341 per night

Apartment in Siesta Key

4.87 out of 5 average rating, 71 reviews

Bayside Sunrise Cottage on Siesta Key!!

11–18 Oct

£177 per night

Quick stats about apartment rentals in Siesta Key

Total rentals
820 properties
Rentals with a pool
640 properties have a pool
Pet-friendly rentals
40 properties allow pets
Family-friendly rentals
670 properties are a good fit for families
Total number of reviews
13K reviews
Nightly prices starting at
£56 before taxes and fees

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