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Condo holiday rentals in Longboat Key

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Top-rated condo rentals in Longboat Key

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Condo 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

$202 NZD per night

Guest favourite

Condo 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

$308 NZD per night

Guest favourite

Condo 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.

22–29 Oct

$621 NZD per night

Guest favourite

Condo 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.

4–11 Nov

$203 NZD per night

Guest favourite

Condo 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.

11–18 Jan

$894 NZD per night

Guest favourite

Condo 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.

27 Oct – 3 Nov

$577 NZD per night

Guest favourite

Condo 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!

14–21 Dec

$624 NZD per night

Guest favourite

Condo 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

$259 NZD per night

Guest favourite

Condo 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.

20–27 Apr

$758 NZD per night

Guest favourite

Condo 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

$303 NZD per night

Guest favourite

Condo in Tampa

4.94 out of 5 average rating, 216 reviews

Modern Waterfront Condo - Captivating Sunset Views

This waterfront one bedroom condo will be your perfect place to relax and make new beautiful memories whether is for holiday or business. It has a fully equipped kitchen. Guests will have full access to the resort where they can enjoy the side pool bar, heated pool, fire pit, coin operated laundry and dryers. Located near Tampa airport (TPA). Within walking distance of public beach restaurants, and Courtney Campbell trail. Resort doesn't have access to the beach.

2–9 Jun

$300 NZD per night

Guest favourite

Condo in Holmes Beach

4.96 out of 5 average rating, 116 reviews

Beautiful beachfront condo for perfect vacation

Beautiful, cozy, elegantly furnished, spacious (1350 sqf with a large terrace), beachfront, 2 bedroom - 2 bathroom condominium, in the best managed, boutique-style gulf front residential complex on Anna Maria Island in Florida for an ideal vacation. Heated pool and hot tub, 2 tennis courts, 2 elevators, top floor unit, high speed internet, washer/dryer in unit, beach chairs, close to supermarket (Publix) and restaurants, free island trolley, rich cultural life.

20–27 Jul

$518 NZD per night

Holiday rentals for every style

Get the amount of space that is right for you

Cabins

Kick off your hiking boots at these rustic lodgings

Cottages

Quaint homes, peaceful surroundings

Houses

A space that's all yours, with room for everyone

Popular amenities for Longboat Key condo rentals

Free parking on premises

Air conditioning

Weekly condo rentals

Guest favourite

Condo in Holmes Beach

4.99 out of 5 average rating, 125 reviews

Beach Escape - Make Memories on Anna Maria Island!

20–27 Apr

$754 NZD per night

Guest favourite

Condo in Indian Shores

4.96 out of 5 average rating, 143 reviews

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

4–11 Dec

$312 NZD per night

Guest favourite

Condo in St. Pete Beach

4.91 out of 5 average rating, 211 reviews

Sunset Beach Condo in Treasure Island

14–21 Sep

$248 NZD per night

Guest favourite

Condo in Holmes Beach

4.98 out of 5 average rating, 108 reviews

NEW listing on AMI! Walk to fabulous beach front!

21–28 Dec

$471 NZD per night

Guest favourite

Condo in Tampa

4.95 out of 5 average rating, 131 reviews

Waterfront condo with sunset views of Tampa Bay.

4–11 Oct

$305 NZD per night

Guest favourite

Condo in Siesta Key

4.85 out of 5 average rating, 131 reviews

Siesta Key Ground Floor Condo 2BR On Trolley Line

21–28 Aug

$315 NZD per night

Guest favourite

Condo in Bradenton Beach

4.82 out of 5 average rating, 217 reviews

A+ location! Steps to beach, walk to Bridge St! #1

13–20 Nov

$447 NZD per night

Guest favourite

Condo in Redington Beach

4.94 out of 5 average rating, 356 reviews

Beach Condo, Heated Pool, 2 Minute Walk to Ocean

2–9 Aug

$194 NZD per night

Pet-friendly condo rentals

Condo in Treasure Island

4.89 out of 5 average rating, 152 reviews

Beachfront Condo in Exclusive Resort

27 Jul – 3 Aug

$778 NZD per night

Guest favourite

Condo in Holmes Beach

4.93 out of 5 average rating, 140 reviews

Blanco at Sunset Villas on Anna Maria Island

17–24 Sep

$609 NZD per night

Guest favourite

Condo in Madeira Beach

4.88 out of 5 average rating, 137 reviews

Awesome Madeira Beach Location Close To It all!!!

31 Jul – 7 Aug

$241 NZD per night

Guest favourite

Condo in St. Petersburg

4.97 out of 5 average rating, 144 reviews

Sea La Vie- Studio by the bay!

18–25 Nov

$266 NZD per night

Guest favourite

Condo in Redington Shores

4.83 out of 5 average rating, 186 reviews

Beachside 1 Bedroom Condo on Redington Beach!

17–24 Dec

$258 NZD per night

Guest favourite

Condo in Redington Shores

4.82 out of 5 average rating, 147 reviews

Beach Studio 5

12–19 Oct

$276 NZD per night

Guest favourite

Condo in Bradenton

4.98 out of 5 average rating, 144 reviews

Luxury 3/3 Margaritaville Resort

19–26 Aug

$555 NZD per night

Guest favourite

Condo in Seminole

4.94 out of 5 average rating, 170 reviews

Vacation updated heated pool- 3 mile to the beach!

5–12 Sep

$277 NZD per night

Condo rentals with a pool

Guest favourite

Condo in Redington Beach

4.93 out of 5 average rating, 134 reviews

Quiet, Beachy Poolside Studio/1 Min Walk to Beach

7–14 Nov

$199 NZD per night

Guest favourite

Condo 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

$240 NZD per night

Guest favourite

Condo in Sarasota

4.92 out of 5 average rating, 122 reviews

Beachside Siesta Key Cottage steps from the ocean

28 May – 2 Jun

$587 NZD per night

Guest favourite

Condo in Redington Beach

4.86 out of 5 average rating, 313 reviews

Royal Orleans at Redington Beach ( Studio )

2–9 Aug

$197 NZD per night

Guest favourite

Condo in Treasure Island

4.99 out of 5 average rating, 152 reviews

Spectacular beach to bay views from this resort.

12–19 Sep

$393 NZD per night

Guest favourite

Condo in Sarasota

4.95 out of 5 average rating, 123 reviews

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

13–20 Sep

$413 NZD per night

Guest favourite

Condo in Treasure Island

4.94 out of 5 average rating, 179 reviews

Where the Sun Meets the Water

16–23 Dec

$237 NZD per night

Guest favourite

Condo in Longboat Key

4.95 out of 5 average rating, 21 reviews

Island property on Longboat Key by the Beach

6–13 Nov

$563 NZD per night

Quick stats about condo 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
$100 NZD before taxes and fees

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