Longboat Key, Florida Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Longboat Key, Florida on RentalSaver.com!

Longboat Key Rentals

From $428 per night (USD)
VRBO
Silver Sands #245S Resort by RVA
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
RVA offers Silver Sands Gulf Beach Resort. Located beach front on beautiful Longboat Key, this resort offers all the ame ...
From $428 per night (USD)
VRBO
Click For Pricing
Expedia
Villas of Avignon #101 Condo by RVA
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
RVA welcomes you to Villas of Avignon - where you can enjoy a secluded beach, heated community pool, private balconies a ...
Click For Pricing
Expedia
From $215 per night (USD)
VRBO
Cedars East #806 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 $215 per night (USD)
VRBO
From $185 per night (USD)
Expedia
Silver Sands #248 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 $185 per night (USD)
Expedia
From $226 per night (USD)
VRBO
Cedars East #605 Townhome by RVA
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
RVA features Cedars Tennis Resort, a luxury vacation rental on Longboat Key where world-class facilities, magnificent be ...
From $226 per night (USD)
VRBO
From $347 per night (USD)
Expedia
Silver Sands #249 Resort by RVA
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
RVA offers Silver Sands Gulf Beach Resort. Located beach front on beautiful Longboat Key, this resort offers all the ame ...
From $347 per night (USD)
Expedia
From $242 per night (USD)
VRBO
Outrigger Resort #6 Condo by RVA
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
RVA features a narrow footpath through the native scenery leads you to the private Gulf of Mexico beach at the Outrigger ...
From $242 per night (USD)
VRBO
From $150 per night (USD)
Expedia
Ground Floor 2 Beds 1 bath beach cottage short walk to beach on North end LBK
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Private Beach Cottage ground floor apartment. This ground floor apartment has two bedrooms, one bath, Living Room and ...
From $150 per night (USD)
Expedia
From $180 per night (USD)
VRBO
Whitney Beach #142 Condo by RVA
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Experience the intimacy and warmth of northern Longboat Key at Whitney Beach. Located on a superb pristine beach with ne ...
From $180 per night (USD)
VRBO
From $315 per night (USD)
Expedia
Panoramic beach View and amazing Sunset.
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
Our Resort and area near was not affected by hurricane. We are open for the business. We have one more Gulf View unit 3 ...
From $315 per night (USD)
Expedia
Click For Pricing
VRBO
Whitney Beach #315 Condo by RVA
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Experience the intimacy and warmth of northern Longboat Key at Whitney Beach. Located on a superb pristine beach with ne ...
Click For Pricing
VRBO
From $200 per night (USD)
Expedia
Charming Condo on the Coast!
Bedrooms:
1
Bathrooms:
0
Sleeps:
4
This sublime oceanfront studio is directly on the pristine white sands and serene blue waters of the Gulf of Mexico in e ...
From $200 per night (USD)
Expedia
From $191 per night (USD)
VRBO
Villas of Avignon #102 Condo by RVA
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
RVA welcomes you to Villas of Avignon - where you can enjoy a secluded beach, heated community pool, private balconies a ...
From $191 per night (USD)
VRBO
$Oceanfront townhouse w\/ shared pool and stunning panoramic water views$
Click For Pricing
Expedia
Oceanfront townhouse w\/ shared pool and stunning panoramic water views
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
Longboat Pass Panorama Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
Click For Pricing
Expedia
$Fully Renovated Gulf Front Condo 2\/2$
From $275 per night (USD)
VRBO
Fully Renovated Gulf Front Condo 2\/2
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Experience sweeping beaches and direct Gulf of Mexico views from this beautifully updated coastal retreat on Longboat Ke ...
From $275 per night (USD)
VRBO
$Longboat Key Condo w\/Lanai, Walk to Beach & Shops$
From $84 per night (USD)
Expedia
Longboat Key Condo w\/Lanai, Walk to Beach & Shops
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Enjoy the sun and sand when you stay at this vacation rental condo in Longboat Key! The 2-bedroom, 1-bathroom abode is l ...
From $84 per night (USD)
Expedia
From $275 per night (USD)
VRBO
Welcome To Paradise!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Enjoy staying at this one of kind beach bungalow for your special occasions or just a family fun retreat. Built-in 1930, ...
From $275 per night (USD)
VRBO
From $271 per night (USD)
Expedia
Beachcomber unit 403
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Our building is located on the beach, this unit has an ISLAND view. Beach front units are available to rese ...
From $271 per night (USD)
Expedia
From $263 per night (USD)
VRBO
Beachcomber unit 503
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Our building is located on the beach, this unit has an ISLAND view. Beach front units are available to rese ...
From $263 per night (USD)
VRBO
From $272 per night (USD)
Expedia
Beachcomber unit 405
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Our building is located on the beach, this unit has an ISLAND view. Beach front units are available to rese ...
From $272 per night (USD)
Expedia
From $268 per night (USD)
VRBO
Beachcomber unit 303
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Our building is located on the beach, this unit has an ISLAND view. Enjoy upscale Longboat Key in the elega ...
From $268 per night (USD)
VRBO
From $413 per night (USD)
Expedia
Beachcomber unit 204
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This is a great location directly on the beach with a spectacular view of the Gulf of Mexico. This Gulf fro ...
From $413 per night (USD)
Expedia
From $394 per night (USD)
VRBO
Beachcomber unit 208
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to The Beachcomber, a Longboat Key beach resort located right on the Gulf of Mexico. Just a few steps from your ...
From $394 per night (USD)
VRBO
From $268 per night (USD)
Expedia
Beachcomber unit 305
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Our building is located on the beach, this unit has an ISLAND view. Pack your bags, invite your family and ...
From $268 per night (USD)
Expedia
Click For Pricing
VRBO
Longboat Key Luxury Condo - walking to St. Armand's Circle!
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
This luxurious COVID free top floor end unit condo was newly furnished in 2022 and features an elevator. Taking in v ...
Click For Pricing
VRBO
Click For Pricing
Expedia
7th Heaven by Duncan Real Estate
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to 7th Heaven on beautiful Longboat Key! A beachfront escape directly on the Gulf of Mexico with views of turquo ...
Click For Pricing
Expedia
Click For Pricing
VRBO
Veranda Beach front property and pool, school vacation week
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Beautiful partial ocean view of Gulf of Mexico. Corner unit with two balconies. 2 bedrooms, each with their own bath. Sl ...
Click For Pricing
VRBO
From $261 per night (USD)
Expedia
228 ONE-BEDROOM - Diplomat Beach Resort
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Luscious shades of dark green and coordinating floral comfy sleeper sofa and love seat make unwinding at the Gulf such a ...
From $261 per night (USD)
Expedia
From $274 per night (USD)
VRBO
243 ONE-BEDROOM - Diplomat Beach Resort
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This spacious one-bedroom suite offers all the amenities of home with the excitement of a beachfront vacation on the Gul ...
From $274 per night (USD)
VRBO
From $264 per night (USD)
Expedia
217 ONE-BEDROOM - Diplomat Beach Resort
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Comfy and cozy ground floor one bedroom condo with great lighting, footsteps away from pool and beach. Updated terrazzo ...
From $264 per night (USD)
Expedia
From $290 per night (USD)
VRBO
265 ONE-BEDROOM - Diplomat Beach Resort
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Sit on the balcony and enjoy beautiful views of the Gulf of Mexico from this second floor contemporary one-bedroom condo ...
From $290 per night (USD)
VRBO
From $247 per night (USD)
Expedia
256 ONE-BEDROOM - Diplomat Beach Resort
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Second floor one bedroom condo with light rattan and wicker makes this space most enjoyable. The comfy condo two full s ...
From $247 per night (USD)
Expedia
From $247 per night (USD)
VRBO
212 ONE-BEDROOM - Diplomat Beach Resort
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to unit 212! Conveniently located on the first floor of the south building, this apartment offers not only magn ...
From $247 per night (USD)
VRBO
From $259 per night (USD)
Expedia
239 ONE-BEDROOM - Diplomat Beach Resort
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Modern comfort & convenience meet hi-tech & sophistication to make this a home away from home that wants for nothing. So ...
From $259 per night (USD)
Expedia
From $272 per night (USD)
VRBO
240 ONE-BEDROOM - Diplomat Beach Resort
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Fresh renovations enhance your stay in this wonderfully comfortable and spacious one bedroom unit. The bedroom has both ...
From $272 per night (USD)
VRBO
From $247 per night (USD)
Expedia
216 ONE-BEDROOM - Diplomat Beach Resort
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
The living area of this unit that overlooks the beach level is in Floral shades of blue with blue carpeting that make th ...
From $247 per night (USD)
Expedia
From $247 per night (USD)
VRBO
210 ONE-BEDROOM - Diplomat Beach Resort
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Spacious ground floor, end unit with lots of natural light. Good location , low traffic area, convenient tiki situated ...
From $247 per night (USD)
VRBO
From $259 per night (USD)
Expedia
221 ONE-BEDROOM - Diplomat Beach Resort
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to paradise! Beautifully decorated with designer's touches. This 1 bedroom unit is completely updated and furni ...
From $259 per night (USD)
Expedia
From $261 per night (USD)
VRBO
269 ONE-BEDROOM - Diplomat Beach Resort
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Light wicker furniture give this one bedroom end unit a spacious feel as soft seashell accents and wicker furniture make ...
From $261 per night (USD)
VRBO
From $265 per night (USD)
Expedia
245 ONE-BEDROOM - Diplomat Beach Resort
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to Florida in this beautifully and tropically decorated one bedroom unit. Terra Cotta tile throughout and two f ...
From $265 per night (USD)
Expedia
From $257 per night (USD)
VRBO
236 ONE-BEDROOM - Diplomat Beach Resort
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Spacious fully tiled end unit with two full size beds and beige leather furnishings make your vacation even more enjoyab ...
From $257 per night (USD)
VRBO
From $307 per night (USD)
Expedia
247-249 TWO-BEDROOM - Diplomat Beach Resort
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Sunny and bright this spacious and comfy two bedroom condo is a vacationers delight. Tile and carpet throughout add to ...
From $307 per night (USD)
Expedia
From $255 per night (USD)
VRBO
215 ONE BEDROOM - Diplomat Beach Resort
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Comfy and cozy ground floor one bedroom condo with a king bed . Seashells, books and oversized soft furniture, with slee ...
From $255 per night (USD)
VRBO
From $290 per night (USD)
Expedia
235 ONE-BEDROOM - Diplomat Beach Resort
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Very attractively decorated condo with rainbow colors on white wicker furniture make this not only relaxing but fun in t ...
From $290 per night (USD)
Expedia
From $120 per night (USD)
VRBO
Island Hideaway with Boat Parking! Steps to the Sand!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Discover this quaint one-bedroom guest house tucked away in a peaceful corner lot with front screened patio & landscaped ...
From $120 per night (USD)
VRBO
From $294 per night (USD)
Expedia
Unit #114 Sand Cay Beach Resort Pool and Garden View
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Our resort has a relaxed, upscale feel. It is great for vacationers seeking peace and tranquility as well as families wa ...
From $294 per night (USD)
Expedia
From $401 per night (USD)
VRBO
Unit #203 Sand Cay Beach Resort Gulf Front
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Second Floor, non-smoking unit. Best views to the beach/Gulf in the Sand Cay complex. Three large bay windows looki ...
From $401 per night (USD)
VRBO
From $401 per night (USD)
Expedia
Unit #204 Sand Cay Beach Resort Gulf Front
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Second floor non-smoking unit. Accommodates 6 people. Living room has a 110" window with a direct view of the beach/Gu ...
From $401 per night (USD)
Expedia
From $302 per night (USD)
VRBO
Unit #111 Sand Cay Beach Resort Pool and Garden View
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Come experience the ultimate white sandy private beach front boutique Florida paradise. When planning a trip to the beau ...
From $302 per night (USD)
VRBO
From $401 per night (USD)
Expedia
Unit #106 Sand Cay Beach Resort Gulf View
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Bright, beachy ground floor unit with a lovely view and easy access of the Gulf. Large, extended bedrooms that comforta ...
From $401 per night (USD)
Expedia
From $364 per night (USD)
VRBO
Unit #201 Sand Cay Beach Resort Gulf View
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Quaint, quiet, and the quality of a boutique resort, not the hassle, noise, the impersonal nature of a hotel. You will b ...
From $364 per night (USD)
VRBO
From $319 per night (USD)
Expedia
Unit #209 Sand Cay Beach Resort Pool and Garden View
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Just a short walk to the beach, and steps away from the office, fenced in pool, tennis court and laundry facilities. Th ...
From $319 per night (USD)
Expedia
From $376 per night (USD)
VRBO
Unit #303 Sand Cay Beach Resort Gulf Front
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to paradise! Now is a great time to escape to the beach where you can destress in an environment that makes it e ...
From $376 per night (USD)
VRBO
From $329 per night (USD)
Expedia
Unit #120 Sand Cay Beach Resort Gulf View
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Beach Front Condo That Has It All Wonderful ground floor unit – walk right to the beach – no steps to deal with! Very p ...
From $329 per night (USD)
Expedia
From $429 per night (USD)
VRBO
Unit #320 Sand Cay Beach Resort Gulf Front
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Master bedroom has king size bed and full bath. Second bedroom has twin beds with full bath. Extremely well equipped k ...
From $429 per night (USD)
VRBO
From $364 per night (USD)
Expedia
Unit #105 Sand Cay Beach Resort Gulf View
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Just like Longboat Key’s original tourists, residents and visitors alike enjoy the beaches and weather — but today’s isl ...
From $364 per night (USD)
Expedia
From $370 per night (USD)
VRBO
Unit #205 Sand Cay Beach Resort Gulf View
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Experience spectacular views from this beautifully appointed and well-located Gulf View (Close to Gulf Front) unit! Now ...
From $370 per night (USD)
VRBO
From $393 per night (USD)
Expedia
Unit #104 Sand Cay Beach Resort Gulf Front
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Just like Longboat Key’s original tourists, residents and visitors alike enjoy the beaches and weather — but today’s isl ...
From $393 per night (USD)
Expedia
From $318 per night (USD)
VRBO
Unit #107 Sand Cay Beach Resort Pool and Garden View
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Just like Longboat Key’s original tourists, residents and visitors alike enjoy the beaches and weather — but today’s isl ...
From $318 per night (USD)
VRBO
From $401 per night (USD)
Expedia
Unit #116 Sand Cay Beach Resort Gulf Front
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
First floor Gulf front. Queen bed in the master, Two full beds in guest bedroom. The views make you want to bask in the ...
From $401 per night (USD)
Expedia
From $278 per night (USD)
VRBO
Unit #311 Sand Cay Beach Resort Pool and Garden View
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Third floor unit looks over the heated pool of Sand Cay. Decorated unit has all the luxuries of home. Quaint, quiet, an ...
From $278 per night (USD)
VRBO
From $429 per night (USD)
Expedia
Unit #219 Sand Cay Beach Resort Gulf Front
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
All new appliances, granite and walk-in master shower. Living space has a Hi def flat-screen TV. Comfortable and cozy, ...
From $429 per night (USD)
Expedia
From $498 per night (USD)
VRBO
Unit #217 Sand Cay Beach Resort Gulf Front
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Second floor, The kitchen/living room was renovated / furnished in 2017. All new bathrooms and bedrooms renovated in 20 ...
From $498 per night (USD)
VRBO
From $409 per night (USD)
Expedia
Unit #117 Sand Cay Beach Resort Gulf Front
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Beachfront, Beachfront, Beachfront! You cannot get any closer to the beach! Just walk out your patio and your toes are i ...
From $409 per night (USD)
Expedia
From $347 per night (USD)
VRBO
Unit #306 Sand Cay Beach Resort Gulf View
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Third floor,. Living room and master bedroom has new furniture. Murphy bed in living room. Quaint, quiet, and the qualit ...
From $347 per night (USD)
VRBO
From $305 per night (USD)
Expedia
Unit #315 Sand Cay Beach Resort Gulf View
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
#315 is a beautiful, light, bright, spacious 2 Bedroom 2 Bath 3rd Floor Condominium with gorgeous views of the Gulf of M ...
From $305 per night (USD)
Expedia
From $408 per night (USD)
VRBO
Unit #301 Sand Cay Beach Resort Gulf View 7 Night Minimum
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to our totally renovated home. Located on the top floor of building 4 next to 11 lovely quiet condominiums. You ...
From $408 per night (USD)
VRBO
From $319 per night (USD)
Expedia
Unit #307 Sand Cay Beach Resort Pool and Garden
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Bright and sunny two-bedroom two-bathroom condo in a small resort located on the beach. Top floor unit with elevator acc ...
From $319 per night (USD)
Expedia
From $401 per night (USD)
VRBO
Unit #216 Sand Cay Beach Resort Gulf Front
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Salt life could not be better! This unit is under new ownership and has been updated top to bottom, inside and out…all e ...
From $401 per night (USD)
VRBO
From $364 per night (USD)
Expedia
Unit #215 Sand Cay Beach Resort Gulf View
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
2nd Floor Non-Smoking Gulf Front Unit. Unit COMPLETLY renovated and NEWLY furnished. Spectacular sunset views of the Gul ...
From $364 per night (USD)
Expedia
From $401 per night (USD)
VRBO
Unit #118 Sand Cay Beach Resort Gulf Front
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Just like Longboat Key’s original tourists, residents and visitors alike enjoy the beaches and weather — but today’s isl ...
From $401 per night (USD)
VRBO
From $310 per night (USD)
Expedia
Unit #109 Sand Cay Beach Resort Pool and Garden View
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Just like Longboat Key’s original tourists, residents and visitors alike enjoy the beaches and weather — but today’s isl ...
From $310 per night (USD)
Expedia
From $278 per night (USD)
VRBO
Unit #108 Sand Cay Beach Resort Pool and Garden View
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This sought after, BEAUTIFULLY FURNISHED, two bedrooms, two bath FIRST FLOOR END UNIT offers fully renovated kitchen an ...
From $278 per night (USD)
VRBO
From $415 per night (USD)
Expedia
Unit #316 Sand Cay Beach Resort Gulf Front
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Unit can accommodate up to six people with the sleeper sofa in living room. This unit is a must rent for a first class ...
From $415 per night (USD)
Expedia
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 $293 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 $293 per night (USD)
Expedia
From $401 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 $401 per night (USD)
VRBO
From $404 per night (USD)
Expedia
Unit #103 Sand Cay Beach Resort Gulf Front
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Unit 103 is completely renovated, stylish and modern in hues of grey, black and white, complemented by all new furnishin ...
From $404 per night (USD)
Expedia
From $326 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 $326 per night (USD)
VRBO
From $576 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 $576 per night (USD)
Expedia
From $364 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 $364 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 $321 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 $321 per night (USD)
VRBO
From $364 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 $364 per night (USD)
Expedia
From $429 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 $429 per night (USD)
VRBO
From $261 per night (USD)
Expedia
230 ONE-BEDROOM - Diplomat Beach Resort
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Escape to paradise! Brand new furnishings! After shelling, sightseeing or doing "nothing" at all, enjoy your home-away- ...
From $261 per night (USD)
Expedia
From $409 per night (USD)
VRBO
Beachcomber unit 202
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Staying on Longboat Key means you get to experience what Heaven on Earth feels like. A place where you can walk on prist ...
From $409 per night (USD)
VRBO
From $269 per night (USD)
Expedia
Beachcomber unit 501
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Our building is located on the beach, this unit has an ISLAND view. Relax and Enjoy the Beach, Pool & Longb ...
From $269 per night (USD)
Expedia
From $750 per night (USD)
VRBO
Metropolitan luxury in the sky by FVC
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
8th floor condo offered by Florida Vacation Connection. Large floor plan decorated with a taste and artistic elegance. ...
From $750 per night (USD)
VRBO
From $267 per night (USD)
Expedia
Beachcomber unit 201
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Our building is located on the beach, this unit has an ISLAND view. Welcome Snow Birds and Florida locals l ...
From $267 per night (USD)
Expedia
From $463 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 $463 per night (USD)
VRBO
From $269 per night (USD)
Expedia
Had CXL May18-25- On sale 50 ft from sand Private Island100 review
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 $269 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 $325 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 $325 per night (USD)
Expedia
From $129 per night (USD)
VRBO
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 $129 per night (USD)
VRBO
From $108 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 $108 per night (USD)
VRBO
From $215 per night (USD)
VRBO
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)
VRBO
From $208 per night (USD)
Expedia
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 $208 per night (USD)
Expedia
From $299 per night (USD)
VRBO
Cancellation April 17 of the 20 rare, 5 floor penthouse 60 feet from the sand
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)
VRBO
$WATERFRONT CONDO W\/ PRIVATE BOAT DOCK, AND BEACH ACCESS!$
From $99 per night (USD)
Expedia
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 $99 per night (USD)
Expedia

Search Your Destination Now!

Longboat Key Rentals

Rental Rates ($USD weekly)

Guests

Check Rates & Availability:

Results: 1,000 Rentals