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Apartment holiday rentals in Longboat Key

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Top-rated apartment rentals in Longboat Key

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Apartment in Sarasota

4.8 out of 5 average rating, 199 reviews

Near beach. Pool view. King bed. Daily rentals

The ‘pool view’ overlooks the swimming pool & has a private covered porch for shade 1 bed 1 bath w/ private entrance. The bedroom has a king sized Tempurpedic mattress bed. The living room has a kitchenette area with a fridge, freezer, microwave, coffee maker and the essentials. There is a HD smart TV with cable and apps. Separate bedroom with King size Tempurpedic bed 3 mins walk to Crescent beach access You can walk to a great choice of places to eat and drink Max 2 guests No smoking, pets

9–16 Jan

€ 113 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.

11–18 Dec

€ 172 per night

Guest favourite

Apartment in Longboat Key

4.86 out of 5 average rating, 154 reviews

The Beach Condo Unit #107 Beachfront

Unit #107 has a private beach access, This end condo unit is quiet, ground floor and only steps to the white sand beach down a private path. . Note that this is a small studio, 330 sq. ft. with queen murphy bed and a queen sofa bed. It has no separate bedroom. Full view of gulf and sunsets. There are only 15 units in the complex, few people on beach or at the heated pool. No daily maid service. Only initial limited supply of products/soaps/towels. Common use W/D across from unit.

14–21 Apr

€ 365 per night

Guest favourite

Apartment in Redington Beach

4.97 out of 5 average rating, 458 reviews

AmazingBeachCondo/NoCleaningFee/AwesomeAmenities

Welcome to our condo. We have provided you with just about everything you need to come and vacation at this amazing beach area. The condo is right by the heated pool and a 2-minute walk to the beach. The complex has high-speed internet throughout and a laundry facility. Shopping/Grocery/Pharmacy are all close by. Restaurants/bars very close by. This is an amazing area of Florida, with so many things to see and do. You will love it here. We have also provided bikes for your use to get around.

18–25 Sep

€ 109 per night

Guest favourite

Apartment in Siesta Key

4.96 out of 5 average rating, 275 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.

9–16 Mar

€ 499 per night

Guest favourite

Apartment in Longboat Key

4.93 out of 5 average rating, 144 reviews

Beachfront Resort, Ocean View, Pool, Tennis, Gym

Beachfront on beautiful Longboat Key, this condominium offers all the amenities of a resort with the privacy and seclusion that has Silver Sands Beach Resort guests returning each year. Enjoy a coffee on your private patio looking at the Gulf of Mexico and the beach. Relax on our private beach, walk on our soft white sand, take a dip in our heated beachside pool, or enjoy complimentary chaise lounges and beach umbrellas while breathing in the fresh air. You can't get closer to the beach.

7–14 Sep

€ 322 per night

Guest favourite

Apartment in Longboat Key

4.97 out of 5 average rating, 148 reviews

Sunset Views - Open May 13 & 14 - $175/nt!

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!

6–13 Apr

€ 349 per night

Guest favourite

Apartment in Tierra Verde

4.96 out of 5 average rating, 237 reviews

Natural Beauty on Tierra Verde, Waterfront Condo

Feels like the Florida Keys! Fully renovated & well appointed second floor, 1 bed, 1 bath condo in Holiday Island condo resort. The condo features a beautiful waterfront & pool view, tennis, bicycles, hot tub, dock with grills, gym, and more. Remodeled in 2015 the condo features a fully equipped kitchen, Keurig coffee maker, beautiful views from the living room, dining room, kitchen, balcony. Walking distance to many local restaurants & minutes away from St. Pete Beach & Fort DeSoto.

14–21 Dec

€ 145 per night

Guest favourite

Apartment in Bradenton Beach

4.91 out of 5 average rating, 129 reviews

Beachfront condo in paradise

Relax, you made it, you’re at the beach now. No fighting traffic for 90 minutes to get over the drawbridge to Anna Maria Island and driving around looking for a spot to park. You only have to go down 14 stairs from this second floor condo to have your toes in the powder soft sand. Enjoy the sunset from your balcony as it sinks into the Gulf. Perfect for a romantic couple getaway whether it be an anniversary, birthday, or some overdue R&R. Or bring the kids for a fun stay at the beach.

21–28 Nov

€ 347 per night

Guest favourite

Apartment in Bradenton

4.94 out of 5 average rating, 108 reviews

Newly remodeled cozy 2 bed/2.5 bath townhome

Fully renovated 2 bedroom/2.5 bathroom townhome nestled in a quiet, gated community in Bradenton between I-75 and some of the best beaches in the country. My townhome features 2 bedrooms (queen size) with en suite bathrooms. Beds are queen size. Amenities in the neighborhood include: large heated pool, tennis and basketball courts, playground, volleyball area, sport field, and designated parking spot steps away from the front door. Non-numbered guest parking is also available.

19–26 Sep

€ 170 per night

Guest favourite

Apartment in Redington Beach

4.94 out of 5 average rating, 356 reviews

Beach Condo, Heated Pool, 2 Minute Walk to Ocean

🏌️‍♂️ Golf courses only 15 minutes away! 🏝 Beach 2 minute walk! 💻 Free WIFI, cable TV, Netflix! 🍤 5 minute walk from dine-in restaurant 🏊🏻‍♂️ Private heated saltwater pool literally right outside your room 🏠 Kitchenette and full refrigerator, on-site washer/dryer, beautiful gated courtyard with grill, sun chairs and umbrellas 🏖 Beach chairs, umbrella, and cooler included 🚲 Rent bicycles and jet skis nearby ✈️ 25 minutes from PIE airport ✈️ 35 minutes from TPA airport

2–9 Aug

€ 110 per night

Guest favourite

Apartment in Indian Shores

4.96 out of 5 average rating, 143 reviews

1 BR direct beachfront! Now avail. 8/29-9/11.

Our condo is directly on the beach!! It is close to restaurants and dining, mini-golf, Clearwater and St. Pete's Beach. About 25 miles from Tampa, Florida for the Buccaneers NFL football and Lightning NHL hockey! We are about 37 miles from Busch Gardens. Only 95 miles to Disney World in Orlando! Mini-golf right across the street! You’ll love my place because of the neighborhood. My place is good for couples, small families, solo adventurers, and business travelers.

4–11 Dec

€ 175 per night

Holiday rentals for every style

Get the amount of space that is right for you

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Convenient locations with everyday essentials

Cabins

Kick off your hiking boots at these rustic lodgings

Popular amenities for Longboat Key apartment rentals

Free parking on premises

Air conditioning

Weekly apartment rentals

Guest favourite

Apartment in Indian Shores

4.89 out of 5 average rating, 116 reviews

Gulf Side Florida Charm 1/1 Condo 60 Steps To Sand

2–9 Nov

€ 156 per night

Guest favourite

Apartment in Treasure Island

4.97 out of 5 average rating, 119 reviews

Funshine Pointe Capri - Pool on the Intercoastal!

10–17 Sep

€ 155 per night

Guest favourite

Apartment in St. Pete Beach

4.91 out of 5 average rating, 209 reviews

Sunset Beach Condo in Treasure Island

6–13 Nov

€ 141 per night

Guest favourite

Apartment in Sarasota

4.92 out of 5 average rating, 122 reviews

Beachside Siesta Key Cottage steps from the ocean

16–23 Jul

€ 285 per night

Guest favourite

Apartment in Holmes Beach

4.98 out of 5 average rating, 108 reviews

NEW listing on AMI! Walk to fabulous beach front!

21–28 Dec

€ 263 per night

Guest favourite

Apartment in Tampa

4.95 out of 5 average rating, 131 reviews

Waterfront condo with sunset views of Tampa Bay.

4–11 Oct

€ 171 per night

Guest favourite

Apartment in Redington Beach

4.88 out of 5 average rating, 112 reviews

Royal Orleans at Redington Beach ( Studio 203 )

31 Aug – 7 Sep

€ 110 per night

Apartment in Siesta Key

4.83 out of 5 average rating, 286 reviews

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

9–16 Oct

€ 260 per night

Pet-friendly apartment rentals

Guest favourite

Apartment in Madeira Beach

4.88 out of 5 average rating, 137 reviews

Awesome Madeira Beach Location Close To It all!!!

31 Jul – 7 Aug

€ 135 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 Sep

€ 340 per night

Guest favourite

Apartment in St. Petersburg

4.97 out of 5 average rating, 144 reviews

Sea La Vie- Studio by the bay!

20–27 Jan

€ 152 per night

Guest favourite

Apartment in Redington Shores

4.82 out of 5 average rating, 146 reviews

Beach Studio 5

12–19 Oct

€ 154 per night

Guest favourite

Apartment in Redington Shores

4.83 out of 5 average rating, 186 reviews

Beachside 1 Bedroom Condo on Redington Beach!

17–24 Dec

€ 144 per night

Apartment in Treasure Island

4.89 out of 5 average rating, 149 reviews

Beachfront Condo in Exclusive Resort

6–13 Mar

€ 768 per night

Guest favourite

Apartment in Bradenton

4.98 out of 5 average rating, 144 reviews

Luxury 3/3 Margaritaville Resort

19–26 Aug

€ 314 per night

Guest favourite

Apartment in Siesta Key

4.89 out of 5 average rating, 151 reviews

Cozy Siesta Key studio 5 minute walk to Village

13–20 Apr

€ 325 per night

Apartment rentals with a pool

Guest favourite

Apartment in Redington Beach

4.92 out of 5 average rating, 133 reviews

Quiet, Beachy Poolside Studio/1 Min Walk to Beach

7–14 Nov

€ 111 per night

Guest favourite

Apartment in Redington Beach

4.9 out of 5 average rating, 148 reviews

2min walk to the beach/pool, BBQ/great area, RO110

6–13 Nov

€ 135 per night

Guest favourite

Apartment in Treasure Island

4.94 out of 5 average rating, 179 reviews

Where the Sun Meets the Water

16–23 Dec

€ 133 per night

Guest favourite

Apartment in Redington Beach

4.89 out of 5 average rating, 152 reviews

SWEET BEACH RETREAT - REDINGTON BEACH FLORIDA

8–15 Dec

€ 105 per night

Apartment in Siesta Key

4.82 out of 5 average rating, 233 reviews

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

10–17 May

€ 200 per night

Guest favourite

Apartment in Treasure Island

4.99 out of 5 average rating, 152 reviews

Spectacular beach to bay views from this resort.

12–19 Sep

€ 220 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

13–20 Sep

€ 231 per night

Guest favourite

Apartment in Madeira Beach

4.94 out of 5 average rating, 116 reviews

Madeira Beach Cottage steps from Gulf.

7–14 Aug

€ 138 per night

Quick stats about apartment rentals in Longboat Key

Total rentals
360 properties
Rentals with a pool
340 properties have a pool
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
250 properties are a good fit for families
Total number of reviews
3K reviews
Nightly prices starting at
€ 56 before taxes and fees

Destinations to explore