Longboat Key Rentals
- From $326 per night (USD)
VRBO
Unit #113 Sand Cay Beach Resort Pool and Garden View
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Extended bedrooms. Amenities include 3 televisions with DVD and washer and dryer. Quaint, quiet, and the quality of a bo ...
From $326 per night (USD)VRBO
- From $278 per night (USD)
Expedia
Unit #314 Sand Cay Beach Resort Pool and Garden View
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Light and bright, close to the elevator, this third floor condo is garden view, midway between the pool and beach. The ...
From $278 per night (USD)Expedia
- From $398 per night (USD)
VRBO
Unit #302 Sand Cay Beach Resort Gulf Front
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Beautiful view from living room area. Cathedral ceilings, gorgeous appointments. Quaint, quiet, and the quality of a bo ...
From $398 per night (USD)VRBO
- From $387 per night (USD)
Expedia
Unit #103 Sand Cay Beach Resort Gulf Front
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Unit 103 is completely renovated, stylish and modern in hues of grey, black and white, complemented by all new furnishin ...
From $387 per night (USD)Expedia
- From $278 per night (USD)
VRBO
Unit #110 Sand Cay Beach Pool and Garden View
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Perfect for families! First floor by the pool with "Private Front Yard" landscaping. View of the Gulf of Mexico from li ...
From $278 per night (USD)VRBO
- From $631 per night (USD)
Expedia
Unit #304 Sand Cay Beach Resort Gulf Front
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Great family unit features spectacular views of the Gulf of Mexico & and the property's lovely garden. Quaint, quiet, a ...
From $631 per night (USD)Expedia
- From $346 per night (USD)
VRBO
Unit #115 Sand Cay Beach Resort Gulf View
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
All new floors, bathrooms, kitchen, furniture, mattresses, appliances and more. Brand new open layout., including a firs ...
From $346 per night (USD)VRBO
- From $342 per night (USD)
Expedia
Unit #102 Sand Cay Beach Resort Gulf Front
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
First floor Gulf Front. Extended bedrooms. Recently redecorated. Private and very near Gulf. The kitchen is elegant ...
From $342 per night (USD)Expedia
- From $330 per night (USD)
VRBO
Unit #312 Sand Cay Beach Resort Pool and Garden View
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Third floor,, with balcony and View of Gulf, unit. Must see! Open living room with vaulted ceilings. Light and brightl ...
From $330 per night (USD)VRBO
- From $347 per night (USD)
Expedia
Unit #305 Sand Cay Beach Resort Gulf View
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Light and elegant, third floor with high ceiling and Bay windows, non-smoking unit. Open kitchen, newly renovated baths, ...
From $347 per night (USD)Expedia
- From $387 per night (USD)
VRBO
Unit #317 Sand Cay Beach Resort Gulf Front 7 night minimum
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
No walls interrupt panoramic gulf views in this beautifully renovated condo. With soaring ceilings and tiled floors, th ...
From $387 per night (USD)VRBO
- From $125 per night (USD)
VRBO
750 Feet of Private Beach at Club Longboat in a Renovated 2 Bedroom
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Spend the summer on the beach -- June to October 2023 available. Only steps away from 750 feet of private Gulf beachfro ...
From $125 per night (USD)VRBO
- From $419 per night (USD)
VRBO
Direct Beachfront Gulf with Amazing Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
LongBoat Key wins Conde Nast Traveler Award _______________________________________ **Our unit has its own Full sized ...
From $419 per night (USD)VRBO
- From $267 per night (USD)
Expedia
50 ft from sand Private Island100 review sold out till July 20
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
This property is a family-owned 800 square foot tower apartment on the shores of the Gulf of Mexico. There is a full ki ...
From $267 per night (USD)Expedia
- From $495 per night (USD)
VRBO
1 week left till August 3rd Only Home like it on Barrier Islands
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Welcome to the Zilli family Villa beach house on Longboat Key. After using this 2,000 sf home for their own family vacat ...
From $495 per night (USD)VRBO
- From $307 per night (USD)
Expedia
Breathtaking Gulf Views Prestigious Long Boat Key
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Listen, this place has it all!! From direct Gulf views and gorgeous sunsets to BBQ, gym, sauna, heated pool, hot tub, 24 ...
From $307 per night (USD)Expedia
- From $238 per night (USD)
VRBO
Renovated Beachplace 3 BR Beachfront by FVC
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
🌟 Beachplace Condo: A 3-Bedroom Modern Oasis on Longboat Key by FVC Step into the epitome of modern beachfront living ...
From $238 per night (USD)VRBO
- From $146 per night (USD)
Expedia
Fisherman's Island Village Hideaway! Steps2Sand
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Nestled amidst lush tropical foliage and a profusion of fruit-bearing trees, this charming 3-bedroom, 2-bathroom home gr ...
From $146 per night (USD)Expedia
- From $98 per night (USD)
VRBO
Bermuda-esque Island Guest House! Steps to the Sand!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover this charming cottage tucked away on a serene corner lot, nestled in the heart of Long Beach—a historic fishing ...
From $98 per night (USD)VRBO
- From $158 per night (USD)
VRBO
Longboat Key Cedars Beach House-Pet Friendly-2 Minute Walk To The Beach
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
A Bayside tennis and residential community in the heart of Longboat Key, FL. Sunshine and warm breezes accent the well-a ...
From $158 per night (USD)VRBO
- From $203 per night (USD)
VRBO
Anna Maria Island Cottage Haven
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to Cottage Haven! This charming cottage located in Bradenton Beach is a very short walk to the beautiful white ...
From $203 per night (USD)VRBO
- From $215 per night (USD)
Expedia
Longboat Key Beachfront - Beautifully Updated with Prime Location
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Come enjoy this beautiful beachfront condo! Completely renovated and updated,, this condo is located at the desirable ...
From $215 per night (USD)Expedia
- From $195 per night (USD)
VRBO
Stunning Canal Condo - Walk to Beach - Sleeps 4
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
***HOME WITH CANAL VIEW/WALK TO THE BEACH*** Pleasant and quiet residential street in beautiful Longboat Key. This 2 be ...
From $195 per night (USD)VRBO
- From $299 per night (USD)
Expedia
Rare, 5 floor penthouse 60 feet from the sand 170 reviews
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
This property is a family-owned 800 square foot tower apartment on the shores of the Gulf of Mexico. It is part of the ...
From $299 per night (USD)Expedia
- From $129 per night (USD)
VRBO
WATERFRONT CONDO W\/ PRIVATE BOAT DOCK, AND BEACH ACCESS!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Nestled between the highly sought after Anna Maria Island and Saint Armands Circle this amazing Longboat Key Boathouse o ...
From $129 per night (USD)VRBO
- From $158 per night (USD)
Expedia
Tree-lined home w\/ amazing decor & screened porch - near beach\/dining
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Treetops Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired d ...
From $158 per night (USD)Expedia
- From $457 per night (USD)
VRBO
Beachfront Villa on Serene Gulf of Mexico
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
LongBoat Key wins Conde Nast Traveler Award _______________________________________ **Unit has its own Full sized was ...
From $457 per night (USD)VRBO
- From $287 per night (USD)
Expedia
Canal front home on Longboat Key -Just Steps to the Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Newly renovated, spacious, canal front home in Longboat Key with deeded beach access just down the street. Master bedro ...
From $287 per night (USD)Expedia
- From $385 per night (USD)
VRBO
Beachcomber unit 308
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Beach front units are available to reserve online up to ten (10) months in advance, however you may call or contact us d ...
From $385 per night (USD)VRBO
- From $748 per night (USD)
Expedia
2 Villas,2.5 mi to AMI+Heated Pool+Game Room+IMG
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 20
Summary: ☀ 4 minutes to Bradenton Beach ☀ 9 minutes to IMG Academy ☀ 10 minutes to Manatee Public Beach ☀ 13 minutes to ...
From $748 per night (USD)Expedia
- From $168 per night (USD)
VRBO
Relax in a Spacious Townhouse on Beautiful Longboat Key!
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy paradise in a spacious 2 bedroom & 2-1/2 bathroom townhome. The property backs up to conservation land which can ...
From $168 per night (USD)VRBO
- From $199 per night (USD)
Expedia
Cedars East #803 Townhome by RVA
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
RVA features Cedars Tennis Resort, a luxury vacation rental on Longboat Key where world-class facilities, magnificent be ...
From $199 per night (USD)Expedia
- From $356 per night (USD)
VRBO
Super cute waterfront home on LBK. 3 min walk to peace, 5 min cruise to FUN:)
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Waterfront home with brand new dock and boat lift, 3 minute walk to secluded beach with the MOST amazing, pastel-sky sun ...
From $356 per night (USD)VRBO
- From $298 per night (USD)
Expedia
Angler's Cove - On the Water, Private Dock, Boat Lift
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Pet friendly beach house on the sleepy north end of Longboat Key. This home is ideally located on a quiet, residential s ...
From $298 per night (USD)Expedia
- From $286 per night (USD)
VRBO
Silver Sands #254 Resort by RVA
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
RVA offers Silver Sands Gulf Beach Resort. Located beach front on beautiful Longboat Key, this resort offers all the ame ...
From $286 per night (USD)VRBO
- From $424 per night (USD)
Expedia
Silver Sands #250 Resort by RVA
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
RVA offers Silver Sands Gulf Beach Resort. Located beach front on beautiful Longboat Key, this resort offers all the ame ...
From $424 per night (USD)Expedia
- From $510 per night (USD)
VRBO
Crooked Coconut: Resort Pool & Spa, Dock, Kayaks
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Crooked Coconut by Anna Maria Life Vacation Rentals 12204 45th Avenue Dr. W, Bradenton, FL 34210 What You'll Love About ...
From $510 per night (USD)VRBO
- From $133 per night (USD)
VRBO
Updated Modern condo just 50 steps from the beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
SEAPLACE CONDOMINIUM - Bright and sunny condo 50 steps to beach. G-1 is building closest to beach. Seaplace is a resort ...
From $133 per night (USD)VRBO
- From $850 per night (USD)
VRBO
Newly remodeled beach house with private, gated beach access and private pool
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Per City of Sarasota’s Rental Ordinance - This property must be rented for a minimum of 7 nights. However, we do have ot ...
From $850 per night (USD)VRBO
- From $190 per night (USD)
Expedia
Cozy condo in Cedars East
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Cozy Condo in Cedars East is a place for you to unwind and revive yourself. Only a 5 minute walk to the beach. Close to ...
From $190 per night (USD)Expedia
- From $422 per night (USD)
VRBO
Newly Renovated 4 BR\/4BA Penthouse on the beach + Pool, Spa, Tennis! Sleeps 10
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
The Veranda Beach Club on Longboat Key offers a breathtaking location, directly on the shores of the Gulf of Mexico. War ...
From $422 per night (USD)VRBO
- From $260 per night (USD)
Expedia
Club Longboat #516 Condo by RVA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
RVA invites you to experience the intimacy and warmth of northern Longboat Key at Club Longboat Beach and Tennis Resort. ...
From $260 per night (USD)Expedia
- Click For Pricing
VRBO
Canal front property complete with dock & boat lift is the perfect place for beach nesting.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
What's better than your own private paradise? Come and enjoy 'Fine Living' at its best in this beautiful, recently remod ...
Click For PricingVRBO
- Click For Pricing
Expedia
Family Retreat to Personal Getaway Resort
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 0
Beautiful 3rd floor view overlooking the Gulf of Mexico. The room has a queen sized murphy bed, balcony overlooking the ...
Click For PricingExpedia
- From $68 per night (USD)
VRBO
Beachfront Condo with a Beautiful, Renovated Kitchen, Shared Pool, & Tennis
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
Whitney Beach View 332 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $68 per night (USD)VRBO
- From $287 per night (USD)
Expedia
Beautiful home boasting private pool & private beach access
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Gulfside Stroll on Longboat Key Our calendar is updated in real-time & our nightly rates are accurately displayed. Simp ...
From $287 per night (USD)Expedia
- From $265 per night (USD)
VRBO
Tropical escape on the bay in LBK!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Our beautifully renovated bayside condo is a spacious, bright and sunny unit in a fabulous location on the island that i ...
From $265 per night (USD)VRBO
- From $500 per night (USD)
VRBO
Beautiful Beach Island Home
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 5
This stunning property is a large two-story home on Longboat Key with private deeded beach access, pool, hot tub, dock, ...
From $500 per night (USD)VRBO
- From $581 per night (USD)
VRBO
Stunning, newly built 3B\/3,5B home at the north end of LBK in Long Beach Village
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Contemporary 2 story single family home where Beach-to-Bay access with waterfront amenities, al fresco dining, multiple ...
From $581 per night (USD)VRBO
- From $369 per night (USD)
Expedia
Beachcomber unit 504
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The Beachcomber is a jewel on the luxurious island of Longboat Key, located directly on the white sandy beach of the Gul ...
From $369 per night (USD)Expedia
- From $240 per night (USD)
VRBO
Dolphin's Den: House on Longboat Key by RVA
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Experience this peaceful beach vibe at the Dolphin's Den in Longboat Key located in a clean, quiet private cul-de-sac. J ...
From $240 per night (USD)VRBO
- From $331 per night (USD)
VRBO
Unit #309 great rates, 2 Bed 2 Bath, view of ocean, steps to the sandy beach.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Located directly on the white sandy beach of the Gulf of Mexico. Sand Cay Beach Resort is a jewel on the luxurious isla ...
From $331 per night (USD)VRBO
- From $190 per night (USD)
VRBO
Beautiful private beach and backyard pool at our restored Old Florida house!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Beach cottage on a double lot with fenced yard on Long Boat Key Barrier Island. This 3 bedroom two full bath 50s ranch w ...
From $190 per night (USD)VRBO
- From $375 per night (USD)
VRBO
Gorgeous Gulf views and a beachfront location!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
From the moment you walk in the door of this 2 1/2 bedroom, 2 bath beach front condo you will know you made the right ch ...
From $375 per night (USD)VRBO
- From $330 per night (USD)
VRBO
Longboat Key-2 bdr, 2 bth condo w\/ stunning Bay views.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Longboat Key Spacious and beautifully furnished second floor in mid-rise elevated Building at Fairway Bay. Offered for ...
From $330 per night (USD)VRBO
- From $215 per night (USD)
Expedia
Tastefully decorated and spacious studio overlooking Island Lagoon.
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 4
Florida Vacation Connection is proud to offer this tastefully decorated and spacious 642 square foot studio overlooking ...
From $215 per night (USD)Expedia
- Click For Pricing
VRBO
Beachplace Gulf front top floor condo, beautifully updated.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 3
This top floor Gulf/beachfront condo has been totally renovated and is “absolutely stunning!” Direct Gulf front views of ...
Click For PricingVRBO
- Click For Pricing
Expedia
Single level, 2 bed\/2 bath condo just steps to the beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
If you love the beach, this is your place! Literally a one to two minute walk to the beach, this single level condo with ...
Click For PricingExpedia
- Click For Pricing
VRBO
4th of JULY - FREE BOAT SLIP! Last minute availability!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
4th of JULY - FREE BOAT SLIP! Last minute availability! Manatee sightings from this beautiful 2 bedroom/2bath condo (sl ...
Click For PricingVRBO
- From $349 per night (USD)
Expedia
Renovated and bright corner beachfront unit in well appointed popular complex!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Step out to the newly tiled lanai to watch dolphin jump and enjoy amazing sunsets each night in this newly renovated, mo ...
From $349 per night (USD)Expedia
- From $166 per night (USD)
VRBO
Perfect cottage! Million dollar views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Adorable beach cottage with million dollar views of Sarasota Bay out front and a canal out back. Gorgeous seating in bot ...
From $166 per night (USD)VRBO
- From $137 per night (USD)
VRBO
Beachplace 10-402 by FVC
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Proudly offered by FL Vacation Connection, this property is ideal for professionals working remotely! Beautifully furn ...
From $137 per night (USD)VRBO
- From $123 per night (USD)
VRBO
Beachplace building 4 unit 503 by FVC
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
2 bedroom condo at Beachplace managed by Florida Vacation Connection with views of the pond, fountain and partial view o ...
From $123 per night (USD)VRBO
- From $263 per night (USD)
VRBO
First floor walk-up to paradise by FVC
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Professionally managed by Florida Vacation Connection, this 2 bedroom condo is furnished with comfort in mind. Make you ...
From $263 per night (USD)VRBO
- From $231 per night (USD)
VRBO
Secluded Bayside Gem with Spectacular Views!!!!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Reservations for this property have to be in full week intervals Sat-Sat check in /out. During peak season Jan-April we ...
From $231 per night (USD)VRBO
- From $275 per night (USD)
Expedia
Luxury Beach Condo with Breathtaking PROMO175-MAY24-26-2024
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Luxury Beachfront Condo with Breathtaking Views and Calm Serenity, May24-26-2024-$175 per night! PROMO-2024!!!! We ha ...
From $275 per night (USD)Expedia
- From $404 per night (USD)
VRBO
Luxurious waterfront home with pool & spa…serene beach 5 min stroll away.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
3 Bedroom, 2 Baths (Sleeps 6) Located on quiet canal that overlooks a beautiful seven acre nature preserve with a short ...
From $404 per night (USD)VRBO
- From $576 per night (USD)
VRBO
Longboat Key home on the canal and a 5 minute walk to the beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Updated single 4 BR 3 bath home in the popular Country Club Shores community of Longboat Key. Open concept main living ...
From $576 per night (USD)VRBO
- From $269 per night (USD)
VRBO
Beachcomber unit 507
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Our building is located on the beach and this unit has a partial beach view. Beach front units are availabl ...
From $269 per night (USD)VRBO
- From $643 per night (USD)
VRBO
Waterfront Coastal 3 BR\/3 BTH w\/ Pool, 50ft. Boat Dock, Walk to Beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Stunning, newly renovated 3BR/3BTH home on preferred southern end of Longboat Key. Luxury interior design features cozy, ...
From $643 per night (USD)VRBO
- From $457 per night (USD)
VRBO
ST. ARMANDS CIRCLE, 3 Bedroom 3 Bath, Heated Pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Beautiful 3 bedroom 3 bath home. Ideally located steps from St Armand's Circle shops and restaurants and minutes from do ...
From $457 per night (USD)VRBO
- From $364 per night (USD)
Expedia
Unit #218 Sand Cay Beach Resort Gulf Front
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy this breathtaking Gulf-front, sunny unit with spectacular beach and sunset views. Accommodation for up to 6 with 2 ...
From $364 per night (USD)Expedia
- From $397 per night (USD)
VRBO
Sea Grape Inn #3 - Beachfront Property
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
BEACH VIEW Condo- 1st Floor of Beach Front Property, 2 BDRMS/2 BATH, Sleeps 6: 1-King Bed, 2-Twin Beds & 1-Sofa Sleeper. ...
From $397 per night (USD)VRBO
- From $119 per night (USD)
VRBO
COZY ISLAND RETREAT AS LOW AS 59.00 PER NIGHT
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
HOUSE HOLDS 8 GUESTS KITCHEN HAS UPDATED APPLIANCES FULLY EQUIPPED WITH UTENSILS DINING ROOM 4 BEDROOMS 3 BATHROOMS 2 WA ...
From $119 per night (USD)VRBO
- From $488 per night (USD)
VRBO
LUXURIOUS BEACHFRONT HOUSE ON EXCLUSIVE LONGBOAT KEY - DIRECTLY ON THE BEACH!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
This exclusive beachfront house is located on the water's edge, directly on the Gulf of Mexico on sought after Longboat ...
From $488 per night (USD)VRBO
- From $304 per night (USD)
Expedia
Bay to Beach: Amazing Views of Gulf & Bay, Pool, Boat Slip by Anna Maria Life Vacation Rentals
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
1407 Gulf Dr. #101, Bradenton Beach FL, 34217 What You'll Love About This Condo: • Location! This Bayfront Condo is jus ...
From $304 per night (USD)Expedia
- From $307 per night (USD)
VRBO
Stunning Gulf views - Gorgeous, Spacious, Just 5 steps to the sand!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Just you and the Gulf! Enjoy breathtaking sunsets from this, 1,488 sq. ft., beautiful 2 bedroom, 2 bath direct Gulf walk ...
From $307 per night (USD)VRBO
- From $398 per night (USD)
VRBO
Walk to St Armands Circle! Spacious Home with Private Secluded Pool!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This spacious, fully furnished house is a tropical oasis. Located directly on St Armand's Key you are within walking di ...
From $398 per night (USD)VRBO
- From $336 per night (USD)
VRBO
BEAUTIFUL WHITE SAND BEACHES ON LONGBOAT KEY FLORIDA
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Come and enjoy Lovely Peaceful Longboat Key & stay in this Beautiful completely updated Home. Imagine just a few steps f ...
From $336 per night (USD)VRBO
- From $225 per night (USD)
VRBO
Gorgeous Condo On The Beautiful Longboat Key beach! Also available next door #8
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Lovely, newly remodeled gulf side unit which can accommodate 5 people has 1 bedroom /1 bathroom and is located in a b ...
From $225 per night (USD)VRBO
- From $250 per night (USD)
VRBO
Historic Longbeach Village Cottage - Private Home
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
'Sunny Side Up' is a restored beach cottage built in the 1950's located on the north end of Longboat Key in historic ...
From $250 per night (USD)VRBO
- Click For Pricing
VRBO
Just the Essentials, Longboat Key.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Sun, Sand, beach, dock, bikes, kayaks. Sunrises, Great Beaches, Great Fun. Quiet, Peaceful, Tropical Plants, Birds, fish ...
Click For PricingVRBO
- From $218 per night (USD)
VRBO
Wonderful Canal Front Condo! See Manatees Right From Your Doorstep!Cabana #10
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Very private , renovated condo directly on the bay! See manatees right from your doorstep! This very well maintained, ...
From $218 per night (USD)VRBO
- From $260 per night (USD)
VRBO
Bermuda-Esqe Guest House & Cottage! Walk to the Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This space is ideal for 2 couples traveling together. Enjoy cotton candy sunsets from two one bed/one bath guest cottage ...
From $260 per night (USD)VRBO
- From $250 per night (USD)
VRBO
Spectacular water views plus everything you need!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to the beach-to-bay gated community of Longboat Harbour on world famous Longboat Key. Take the elevator to this ...
From $250 per night (USD)VRBO
- From $250 per night (USD)
Expedia
Island Living on Longboat Key 3 minute walk to the beach!
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 5
Longboat Key Island Fun in a newly updated beautiful property! Newly updated 3 story townhouse on beautiful Longboat Key ...
From $250 per night (USD)Expedia
- From $400 per night (USD)
VRBO
Beachplace Penthouse Gulf Front Paradise
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
PENTHOUSE, DOUBLE BALCONIES, breathtaking wide sweeping straight on views of the Gulf and Bay make our Beachplace condo ...
From $400 per night (USD)VRBO
- From $621 per night (USD)
Expedia
LaPlaya 205D Spectacular Sunsets!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Beachfront 3 Bedroom, 2 Bath townhouse condo in the center of beautiful Longboat Key, an island just a few miles north o ...
From $621 per night (USD)Expedia
- From $215 per night (USD)
VRBO
Home Away From Home In Whitney Beach ~ 2BR 2Bath (Sunrise & Sunset Views!)
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This newly remodeled two bedroom 2 bath waterfront condo is appointed comfortably to welcome you and your guests as you ...
From $215 per night (USD)VRBO
- From $411 per night (USD)
Expedia
LaPlaya 108B-Dream views of the Gulf.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Beachfront 2 Bedroom, 2 Bath townhouse condo in the center of beautiful Longboat Key, an island just a few miles north o ...
From $411 per night (USD)Expedia
- From $611 per night (USD)
VRBO
LaPlaya 202D-Picture this from your lanai or sundeck: Palm trees, beach, turquoise water and gorgeous sunsets!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Beachfront 3 Bedroom, 2 Bath townhouse condo in the center of beautiful Longboat Key, an island just a few miles north o ...
From $611 per night (USD)VRBO
- From $323 per night (USD)
Expedia
LaPlaya 202E-Catch the gentle Gulf breezes on your private balcony beneath the swaying palms.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
2 Bedroom & 1 bathroom, 2nd floor condo just steps to the beach or sheltered pool. Fully furnished with everything you n ...
From $323 per night (USD)Expedia
- From $266 per night (USD)
VRBO
LaPlaya 201E-Nestled in the palms. just steps from the pool!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
2 Bedroom & 1 bathroom, 2nd floor condo just steps to the beach or sheltered pool. Fully furnished with everything you ...
From $266 per night (USD)VRBO
- From $418 per night (USD)
Expedia
LaPlaya 104A- Gulf front! Walk right from your lanai onto the private beach.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Beachfront 2 Bedroom, 2Bath condo in the center of beautiful Longboat Key, an island just a few miles north of Sarasota. ...
From $418 per night (USD)Expedia
- From $415 per night (USD)
VRBO
LaPlaya 106A-Beach front!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Beachfront 2 Bedroom, 2Bath condo in the center of beautiful Longboat Key, an island just a few miles north of Sarasota. ...
From $415 per night (USD)VRBO
- From $409 per night (USD)
Expedia
LaPlaya 107A-Soak up the sun or float in the warm Gulf waters.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Beachfront 2 Bedroom, 2Bath condo in the center of beautiful Longboat Key, an island just a few miles north of Sarasota. ...
From $409 per night (USD)Expedia
- From $402 per night (USD)
VRBO
LaPlaya 109A-Enjoy the balmy breezes in this corner end unit right on the beach.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Beachfront 2 Bedroom, 2Bath condo in the center of beautiful Longboat Key, an island just a few miles north of Sarasota. ...
From $402 per night (USD)VRBO
- From $416 per night (USD)
Expedia
LaPlaya 105B-Relax on the balcony and watch the dolphins swim by and the pelicans dive!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Beachfront 2 Bedroom, 2 Bath townhouse condo in the center of beautiful Longboat Key, an island just a few miles north o ...
From $416 per night (USD)Expedia
- From $583 per night (USD)
VRBO
LaPlaya 204D-Beach-lovers paradise! 200 feet of private beach along the turquoise Gulf of Mexico.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Beachfront 3 Bedroom, 2 Bath townhouse condo in the center of beautiful Longboat Key, an island just a few miles north o ...
From $583 per night (USD)VRBO
- From $293 per night (USD)
Expedia
LaPlaya 101E-Relax on your private lanai under the palms!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
2 Bedroom & 1 bathroom, groundfloor condo just steps to the beach or sheltered pool. Fully furnished with everything you ...
From $293 per night (USD)Expedia