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 $200 per night (USD)
VRBO
Stay, Play, and Explore Longboat Key: Little Gull 2BR
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Relaxation awaits in this pristine Gulf Coast location. Cape Cod style cottages come complete with a fireplace and 4 po ...
From $200 per night (USD)
VRBO
From $285 per night (USD)
Expedia
Longboat Key Cottage Steps to Pool and Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Immerse yourself in the allure of this bayside cottage, boasting a generously sized main bedroom with a king-sized bed a ...
From $285 per night (USD)
Expedia
Click For Pricing
VRBO
1BR Cottage Full Resort Amenities
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to your coastal retreat! This Charming Cottage is your private haven within the seaside paradise of Longboat Key ...
Click For Pricing
VRBO
Click For Pricing
Expedia
2BR Cottage Bayside Close to the Pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Experience the charm of this cottage, featuring a generously sized main bedroom with a king-sized bed, providing a comfo ...
Click For Pricing
Expedia
From $228 per night (USD)
VRBO
Charming Bayside 1BR Cottage
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Experience the charm of this cottage, featuring a generously sized main bedroom with a king-sized bed, providing a comfo ...
From $228 per night (USD)
VRBO
From $330 per night (USD)
Expedia
Gulf Front Cottage with Fantastic Views
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Let's step into your Gulf-front cottage. The spacious main bedroom beckons with a king-sized bed and a private ensuite b ...
From $330 per night (USD)
Expedia
Click For Pricing
VRBO
Escape to Island Paradise: Little Gull 2BR Gulf Front
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Step into the Gulf-front cottage, where the spacious primary bedroom beckons with a comfortable king-sized bed and a pri ...
Click For Pricing
VRBO
From $258 per night (USD)
Expedia
2BR Cottage Bayside of Property, Full Resort Amenities
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This bayside cottage presents a generously sized main bedroom with a king-sized bed and a private ensuite for your comfo ...
From $258 per night (USD)
Expedia
From $300 per night (USD)
VRBO
Gulf Side Pool View 2 BR Condo
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Embark on an ideal beach vacation with our two-bedroom, two-bath ground floor condo overlooking the pool, providing all ...
From $300 per night (USD)
VRBO
From $341 per night (USD)
Expedia
Your Home Away from Home: Little Gull 4BR Cottage
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Situated bayside with breathtaking views, this four-bedroom cottage is the ideal spot for your Florida beach getaway. Th ...
From $341 per night (USD)
Expedia
From $245 per night (USD)
VRBO
Relax and Recharge in this 1BR Cottage
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This cottage features a generously sized main bedroom with a king-sized bed, offering a comfortable and spacious retreat ...
From $245 per night (USD)
VRBO
From $451 per night (USD)
Expedia
2BR Cottage Gulf Side of Property, Resort Amenities
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This delightful cottage features a king-sized bed in the bedroom with a private ensuite, providing a comfortable and pri ...
From $451 per night (USD)
Expedia
From $508 per night (USD)
VRBO
BEACH ACCESS, BEAUTIFUL HOME, WALK TO PARK & AMENITIES
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
ISLAND PARADISE!!! Enjoy this spectacular home in a beautiful, very quiet, Longboat Key neighborhood. Take a leisurely 5 ...
From $508 per night (USD)
VRBO
Click For Pricing
Expedia
Private Longboat Key House on Water
Bedrooms:
6
Bathrooms:
4
Sleeps:
8
Open floor plan main living area with the great room almost 28ft in height. This home literally has everything you nee ...
Click For Pricing
Expedia
From $582 per night (USD)
VRBO
Ocean Views, Luxury Condo - MADE IN HEAVEN - Condo Luxury Above the Beach - Roelens Vacations
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Condo Luxury Above the Beach *This home has a minimum of 90 days *This condo is being renovated and the renovation will ...
From $582 per night (USD)
VRBO
From $190 per night (USD)
Expedia
Longboat Key water view condo *Pool & Beach Access
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
The Space Find your tropical escape in the Lionfish Longboat Condo, our two-bedroom / two-bath fully furnished 1000 sq.f ...
From $190 per night (USD)
Expedia
From $257 per night (USD)
VRBO
Seas the Day: Home on Longboat Key by RVA
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
Welcome to Seas the Day, a home by RVA. This waterfront home is in the Country Club Shores and has a gorgeous open floor ...
From $257 per night (USD)
VRBO
$Water View, Hidden Gem 2BR\/2BA Condo - Longboat Key FL. NEW LISTING$
From $185 per night (USD)
VRBO
Water View, Hidden Gem 2BR\/2BA Condo - Longboat Key FL. NEW LISTING
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Welcome to the best island on the west coast of Florida…Longboat Key! This tranquil condo is a newly renovated one of ...
From $185 per night (USD)
VRBO
$Starfish Bungalow A. Steps to the beach 2\/1 Coastal paradise ! Large airy open layout, grill, wifi !$
From $108 per night (USD)
VRBO
Starfish Bungalow A. Steps to the beach 2\/1 Coastal paradise ! Large airy open layout, grill, wifi !
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
The spacious bedroom has a larger screen TV and a ceiling fan. Full size washer and dryer in the property , makes longe ...
From $108 per night (USD)
VRBO
From $352 per night (USD)
Expedia
The Beach on Longboat Key #225 Resort by RVA
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
RVA features The Beach on Longboat Key. Savor warm Gulf breezes while resting lavishly in this Gulf-front condominium co ...
From $352 per night (USD)
Expedia
$Beachfront Bliss: 2\/2 with Stunning Gulf Views!$
From $160 per night (USD)
VRBO
Beachfront Bliss: 2\/2 with Stunning Gulf Views!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to Dolphin's Retreat, where you can experience the ultimate beachfront vacation! Featured Amenities Include: ...
From $160 per night (USD)
VRBO
From $250 per night (USD)
Expedia
Relaxing Beachside Retreat on Longboat Key
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Newly Renovated!! Sunny southern exposure abounds from this charming 2 bedroom 2 bath get a way at Beachplace. This thi ...
From $250 per night (USD)
Expedia
From $221 per night (USD)
VRBO
Breakfast nook, office niche, original art, many upgrades.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Fifty yards from your lanai across a beautiful lawn is one of the widest and least populated white sand beaches in Flori ...
From $221 per night (USD)
VRBO
Click For Pricing
Expedia
Surf the Web & Waves - Private Beach & WiFi
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This unit has a king bed in the master suite, twin beds in the guest bedroom and trundle/day bed in the den. Panoramic v ...
Click For Pricing
Expedia
Click For Pricing
Expedia
Panoramic View and Room for the FAMILY!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
We have totally renovated the unit from floor to ceiling. No expense was spared and one will find that it is bright and ...
Click For Pricing
Expedia
$Beautiful Sunset Views - Two Bedrooms\/Two Baths$
From $236 per night (USD)
Expedia
Beautiful Sunset Views - Two Bedrooms\/Two Baths
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This unit has many upgrades including soaking tubs in the baths. Fully furnished + washer/dryer. Beautiful sunset views ...
From $236 per night (USD)
Expedia
From $210 per night (USD)
VRBO
Beach View, Located on Beach, Steps to Beach...BEACH, BEACH, BEACH!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Enjoy the beautiful view of the Gulf of Mexico from your second story unit lanai! A great spot for breakfast, lunch or d ...
From $210 per night (USD)
VRBO
From $221 per night (USD)
Expedia
Gulf View and King-Size Beds in BOTH Bedrooms!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Nicely updated and with a great view from the second floor this two bedroom, two bath condo has a washer/dryer within th ...
From $221 per night (USD)
Expedia
From $221 per night (USD)
VRBO
Light and Airy with a Special Personal Touch
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This unit has a king bed in the master suite, twin beds in the guest bedroom and trundle/day bed in the den. Panoramic v ...
From $221 per night (USD)
VRBO
From $222 per night (USD)
Expedia
Canalfront home with hot tub near Sarasota Bay
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Bee’s Beach Haus by AMI Locals House in Longboat Key, FL 34228 Welcome to Bee's Beach Haus, a canal-front vacation h ...
From $222 per night (USD)
Expedia
From $195 per night (USD)
VRBO
Villas of Avignon #105 Condo by RVA
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Welcome to Villas of Avignon - where you can enjoy a secluded beach, heated community pool, private balconies, and secur ...
From $195 per night (USD)
VRBO
From $245 per night (USD)
Expedia
B207
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
This unit has many upgrades including soaking tubs in the baths. Fully furnished + washer/dryer. Beautiful sunset views ...
From $245 per night (USD)
Expedia
From $221 per night (USD)
VRBO
B107
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This unit has many upgrades including soaking tubs in the baths. Fully furnished + washer/dryer. Beautiful sunset views ...
From $221 per night (USD)
VRBO
From $221 per night (USD)
Expedia
B205
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This unit has many upgrades including soaking tubs in the baths. Fully furnished + washer/dryer. Beautiful sunset views ...
From $221 per night (USD)
Expedia
From $254 per night (USD)
VRBO
C201
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This unit has many upgrades including soaking tubs in the baths. Fully furnished + washer/dryer. Beautiful sunset views ...
From $254 per night (USD)
VRBO
From $221 per night (USD)
Expedia
You'll Love the BEAUTIFUL Sunset Views!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This unit has many upgrades including soaking tubs in the baths. Fully furnished + washer/dryer. Beautiful sunset view ...
From $221 per night (USD)
Expedia
From $346 per night (USD)
VRBO
Unit #101 Sand Cay, Gulf View, Steps to Beach, Recently Remodeled
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This privately located ground floor Gulf View unit was just remodeled with new paint and new luxury vinyl flooring. Well ...
From $346 per night (USD)
VRBO
From $235 per night (USD)
Expedia
REMODELED WITH GULF VIEWS!
Bedrooms:
2
Bathrooms:
1
Sleeps:
2
$200.00/night for a minimum 3-month stay January 1 -April 30, $235.00/night for a 2-month minimum stay (60 nights) May 1 ...
From $235 per night (USD)
Expedia
From $413 per night (USD)
VRBO
650 Norton St. in Longboat Key
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
650 Norton - Longboat Key - Canal Home with private Pool - 3 Bedroom/ 2 Bath, maximum occupancy of 6 people. 5 min walk ...
From $413 per night (USD)
VRBO
From $318 per night (USD)
Expedia
Bayfront home with dock, hot tub, amazing views, outdoor areas, & kayak
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Beach to Bay View Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $318 per night (USD)
Expedia
Click For Pricing
Expedia
Waterfront Coastal Modern Escape Steps from Longboat Key Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
North Shore Six is located on the north end of Longboat Key, Florida. A charming coastal retreat in a small community, y ...
Click For Pricing
Expedia
From $246 per night (USD)
Expedia
Florida Getaway on Longboat Key: 2BR Wooded Area
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Embark on a retreat to our inviting two-bedroom, two-bath condo situated on the second level within a wooded paradise. I ...
From $246 per night (USD)
Expedia
From $228 per night (USD)
VRBO
Piece of Paradise
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Located on a most welcoming and friendly street this house sits on a canal with dock and just a short 5 minute walk to t ...
From $228 per night (USD)
VRBO
$Sunny & spacious condo with covered balcony, full kitchen, W\/D, & central AC$
From $202 per night (USD)
Expedia
Sunny & spacious condo with covered balcony, full kitchen, W\/D, & central AC
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
The Palm Viewer, Unit 403 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ent ...
From $202 per night (USD)
Expedia
From $235 per night (USD)
VRBO
Longboat Key Beach Bliss
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to our serene 2-bedroom, 2-bathroom condo nestled right on the pristine shores of Longboat Key, Florida. With th ...
From $235 per night (USD)
VRBO
From $212 per night (USD)
Expedia
Sutton Place #102A Condo by RVA
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Sutton Place is perfectly situated on the tropical grounds of the Longboat Harbour Community. The two-bedroom, two-bathr ...
From $212 per night (USD)
Expedia
From $218 per night (USD)
VRBO
Tiffany Plaza in Longboat Key
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Longboat Key Gulf Front Vacation Rental! Enjoy fabulous views from almost every window in this 2 bed, 2 bath condo on th ...
From $218 per night (USD)
VRBO
From $169 per night (USD)
Expedia
Adorable Gulf Front Studio, Private Beach, Originally Part of Starfish Motel
Bedrooms:
1
Bathrooms:
0
Sleeps:
4
Las Hermanas 1 - a SkyRun Sarasota Property Welcome to Las Hermanas #1, an adorable cozy studio nestled directly on th ...
From $169 per night (USD)
Expedia
From $206 per night (USD)
VRBO
Beach Front Hidden Gem Steps to the Gulf and Sand
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Las Hermanas 2 - a SkyRun Sarasota Property Welcome to Las Hermanas #2, your direct beachfront 1-bedroom, 1-bath ge ...
From $206 per night (USD)
VRBO
From $183 per night (USD)
Expedia
Beachfront Cozy Condo: Sand & Gulf Steps Away
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Las Hermanas 3 - a SkyRun Sarasota Property Escape to the enchanting coastal haven of Las Hermanas #3, a hidden gem ...
From $183 per night (USD)
Expedia
From $148 per night (USD)
VRBO
Charming Beach Front Studio Steps to the Sand and Gulf
Bedrooms:
1
Bathrooms:
0
Sleeps:
2
Las Hermanas 4 - a SkyRun Sarasota Property Escape to paradise at Las Hermanas #4, a charming beachfront vacation r ...
From $148 per night (USD)
VRBO
From $200 per night (USD)
Expedia
Beach lovers paradise!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Escape to our beautiful gated community on Longboat Key. With four heated swimming pools a fitness center, game room ,fi ...
From $200 per night (USD)
Expedia
$Waterfront condo with pool, tennis court, fitness center, internet, W\/D, & AC$
From $123 per night (USD)
VRBO
Waterfront condo with pool, tennis court, fitness center, internet, W\/D, & AC
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Island Breeze Sanctuary Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $123 per night (USD)
VRBO
From $280 per night (USD)
Expedia
Waterfront home with private pool, boat dock, & serene views
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Serenity Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired d ...
From $280 per night (USD)
Expedia
From $300 per night (USD)
VRBO
The Isla at Beachplace-Beachfront condo with 5-star amenities
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Be one of our first guests at The Isla at Beachplace. This beautifully updated 4th floor unit, elevator access, is fille ...
From $300 per night (USD)
VRBO
From $160 per night (USD)
Expedia
Lovely condo on Longboat Key. Boutique resort with all amenities ocean to bay.
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Last minute cancellation provides you with an opportunity for a fabulous vacation at a fraction of the normal price. 2 ...
From $160 per night (USD)
Expedia
From $178 per night (USD)
VRBO
Turquoise Gem 1st Floor no stairs Longboat Key FL
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Private BEACH Access! *Designer Renovation* Single level/Ground Level, 4 minute Walk to Bright White Quartz Sand, Welcom ...
From $178 per night (USD)
VRBO
From $300 per night (USD)
Expedia
Amazing Sunset Views Gorgeous Long Boat Key!
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
This is the best of the best! Two bedrooms two bathrooms totally updated with new bathrooms and kitchen with gorgeous Gu ...
From $300 per night (USD)
Expedia
From $300 per night (USD)
VRBO
It doesn't get any better. Ocean view Luxurious 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 $300 per night (USD)
VRBO
From $259 per night (USD)
VRBO
Long Boat Key Beach Condo
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Introducing "Salty Acres" – Your Serene Beachfront Getaway. Unwind and embrace the beachfront lifestyle at "Salty Acres, ...
From $259 per night (USD)
VRBO
From $332 per night (USD)
VRBO
Full Beach View 2 Bedroom Condo
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Penthouse level fully renovated 2 bedroom condo offers modern luxury. It is paradise within paradise. This is a very ra ...
From $332 per night (USD)
VRBO
From $170 per night (USD)
VRBO
Beautiful Longboat Key, Perfect Location, Sarasota ~FL~
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
****BACK ON THE MARKET**** Beautiful Longboat Key, Sarasota, FL! * Newly remodeled, 2 bedroom, 2 bath condo, overlook ...
From $170 per night (USD)
VRBO
From $142 per night (USD)
VRBO
Beach and Pool View 2 Bedroom Condo
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Escape to Your Beachfront Oasis Awaits! Imagine waking up to the sparkling turquoise waters of the Gulf just steps away ...
From $142 per night (USD)
VRBO
From $209 per night (USD)
VRBO
Premier Beach View 2 Bedroom Condo
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
New Listing! Ultra-Luxury level expertly renovated 2 bedroom condo offers modern elegance. Thoughtful updating inclu ...
From $209 per night (USD)
VRBO
From $116 per night (USD)
VRBO
Bikini Bottom Cottage in the historic village of Longboat Key
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
The Bikini bottom Cottage is on an alley way that lead directly to the kayak and boat launch. Walk down to view the sun ...
From $116 per night (USD)
VRBO
From $132 per night (USD)
VRBO
Home away from home in LBK
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Relax with the whole family at this peaceful place to stay. The home offers an ample attached single car garage with sto ...
From $132 per night (USD)
VRBO
From $315 per night (USD)
VRBO
Beachplace 8-505 Gulf Front by FVC
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
A luxurious beachfront 2 bedroom condominium managed by Florida Vacation Connection located on Longboat Key and only min ...
From $315 per night (USD)
VRBO
From $491 per night (USD)
Expedia
Luxury Condo on Longboat Key - Water views and private Beach access
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
Coastal lifestyle in a luxurious setting that this recently remodeled 3-bedroom, 2-bathroom condo on the first floor. Th ...
From $491 per night (USD)
Expedia
Click For Pricing
Expedia
Beachfront 2 bedroom Ground Floor at Whitney Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Indulge in the ultimate luxury lifestyle with this completely renovated ground-floor 2 bedroom/2 bathroom beachfront con ...
Click For Pricing
Expedia
From $663 per night (USD)
VRBO
Luxury 5 bedroom on canal
Bedrooms:
6
Bathrooms:
5
Sleeps:
10
Welcome to Villa Sereno managed by Florida Vacation Connection. BRING YOUR BOAT! This incredible five bedroom priva ...
From $663 per night (USD)
VRBO
From $156 per night (USD)
VRBO
Waterfront Getaway Island Villa at Longboat Key
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Relax or work remotely at our Waterfront Island Villa on LBK. Nestled 1 block from the beach & on Sarasota Bay, enjoy wa ...
From $156 per night (USD)
VRBO
From $373 per night (USD)
VRBO
Beach View Condo- Quiet & Secluded with Private Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
About this space Relax with your loved ones at this quiet, beachfront condo at the Beach Castle Resort with views of the ...
From $373 per night (USD)
VRBO
From $185 per night (USD)
VRBO
Steps from the beach on Longboat Key
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Charming, one-of-a-kind property in a boutique-like setting with only 11 other units. There is a beautiful, heated pool ...
From $185 per night (USD)
VRBO
From $175 per night (USD)
Expedia
Cozy private beach condo
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Relax with the whole family at this peaceful place to stay steps away from the legendary longboat key private beach! Enj ...
From $175 per night (USD)
Expedia
From $90 per night (USD)
VRBO
Steps from the Water with Spectacular Bay Views
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Wake up every morning and have coffee from your front patio, just a few feet away from the water. Play a round of pickle ...
From $90 per night (USD)
VRBO
Click For Pricing
Expedia
Bayfront Beauty: 1600 sq ft Condo | Longboat Key
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to our luxurious waterfront condo located in the prestigious Longboat Bay Club, one of the most sought-after com ...
Click For Pricing
Expedia
From $204 per night (USD)
VRBO
Stunning 2 BR Condo views of the Gulf and Lake
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Spacious 2 bedroom condo in Beachplace gated complex. King in Master bedroom. Come enjoy your time at the Beach. This ...
From $204 per night (USD)
VRBO
From $228 per night (USD)
VRBO
Penthouse level with Beach View 2 Bedroom Condo
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Penthouse unit on the top floor of building 3 at Beachplace. Top floor units enjoy a double balcony with access from t ...
From $228 per night (USD)
VRBO
From $363 per night (USD)
VRBO
Partial Beach View 3 Bedroom Condo
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Beautiful beachview unit on the 2nd floor with lake view and Beach View. Hard to find beautifully appointed 3 bedroom, 2 ...
From $363 per night (USD)
VRBO
From $183 per night (USD)
Expedia
Dolphin Tale #12 Condo by RVA
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
RVA welcomes Dolphin Tale! This condo immerses you in the ultimate beach relaxation vibe. Wake up to a beautiful private ...
From $183 per night (USD)
Expedia
Click For Pricing
Expedia
Your Dream Vacation Awaits 2BR Condo
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
White sand and blue water - welcome to Longboat Key near Sarasota on the Gulf of Mexico. Our property is small with only ...
Click For Pricing
Expedia
From $303 per night (USD)
Expedia
Spacious 2BR Condo, Longboat Key Cranes Bay
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Each of our expansive condos encompasses over 1600 sq. ft., offering a captivating view of Crane's Bay. All 2-bedroom, 2 ...
From $303 per night (USD)
Expedia
Click For Pricing
Expedia
Waterfront Retreat: Cranes Bay 2BR Condo, 1600 Sq Ft
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
White sand and blue water - welcome to Longboat Key near Sarasota on the Gulf of Mexico. Our property is small with onl ...
Click For Pricing
Expedia
Click For Pricing
Expedia
Longboat Key Luxury ~ 1600 Sq Ft Condo with Stunning Bay Views
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
White sand and blue water - welcome to Longboat Key near Sarasota on the Gulf of Mexico. Our property is small with only ...
Click For Pricing
Expedia
Click For Pricing
Expedia
Beach Bliss: Spacious Condo | Longboat Key
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
White sand and blue water - welcome to Longboat Key near Sarasota on the Gulf of Mexico. Our property is small with onl ...
Click For Pricing
Expedia
Click For Pricing
Expedia
Contemporary Luxury: 1600 sq ft Condo | Longboat Key
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
White sand and blue water - welcome to Longboat Key near Sarasota on the Gulf of Mexico. Our property is small with on ...
Click For Pricing
Expedia
Click For Pricing
Expedia
Coastal Chic: 1600 sq ft Condo | Longboat Key
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Our spacious condo is a generous 1600+ sq. ft. and directly faces Crane's Bay. All our units are identical with 2 bedroo ...
Click For Pricing
Expedia
From $234 per night (USD)
Expedia
direct view on the canal, private beach accross the street
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
located on the canal, view on the boats, lanai directly opening on heated pool, beach across the street, beach house wit ...
From $234 per night (USD)
Expedia
From $400 per night (USD)
VRBO
The Beach House on Longboat Key by RVA
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to The Beach House! This luxurious bungalow offers the perfect taste of modern living and a “South Beach” lifest ...
From $400 per night (USD)
VRBO
From $250 per night (USD)
VRBO
BEAUTIFUL WATERFRONT CONDO AVAILABLE FOR SUMMER 2023
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This beautiful remodeled condo is in perfect condition and ready for you to move in! It offers amazing bay views from th ...
From $250 per night (USD)
VRBO
From $500 per night (USD)
VRBO
The Promenade
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
2400Sq/Ft area, charming with 3 lovelly beds and 3 full baths..Condo full of ameneties, concierge, heated pool, privite ...
From $500 per night (USD)
VRBO
From $304 per night (USD)
Expedia
Longboat Key beach house - 5 min walk to the beaches and top local restaurants
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Quiet beach house tucked away in the historic Longboat Village in walking distance to the beach and some of the top rest ...
From $304 per night (USD)
Expedia
$2 Bed \/ 2 Bath - Longboat Key, Whitney Beach, Bay to Beach$
From $177 per night (USD)
VRBO
2 Bed \/ 2 Bath - Longboat Key, Whitney Beach, Bay to Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This gorgeous 2 Bedroom / 2 Bath spacious, bright condo located in the beautifully maintained association of Whitney Bea ...
From $177 per night (USD)
VRBO
From $142 per night (USD)
VRBO
Partial Beach View 1 Bedroom + Den
Bedrooms:
2
Bathrooms:
1
Sleeps:
2
This home located in the sought after Seaplace community has a very personal feel to it and has a balcony with a side vi ...
From $142 per night (USD)
VRBO
From $208 per night (USD)
VRBO
Beautiful Longboat Key Condo Surrounded by Ocean
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Immerse yourself in this beautiful 2 bedroom, 2 bathroom condo just steps away from one of the most beautiful beaches in ...
From $208 per night (USD)
VRBO
From $275 per night (USD)
Expedia
Pool View 2BR Condo at Gulf Tides
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Step into your own slice of Gulf paradise with this charming two-bedroom bayside condo boasting breathtaking views of th ...
From $275 per night (USD)
Expedia
From $400 per night (USD)
VRBO
Newly renovated canal house with hot tub, walk to the beach!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Get ready to relax! Upstairs has a large spacious living room with an open kitchen, dining table and 75" tv. The room ...
From $400 per night (USD)
VRBO
From $189 per night (USD)
Expedia
Gulf-Side Studio in Longboat Key
Bedrooms:
1
Bathrooms:
0
Sleeps:
4
Our compact yet efficient studio condo features a convenient Murphy Bed with twin-sized mattresses that seamlessly conne ...
From $189 per night (USD)
Expedia
From $400 per night (USD)
VRBO
Beachfront! Gorgeous gulf views, stunning sunsets, high end condo!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Come spend your winter at our wonderful piece of paradise! Direct beachfront, gorgeous sunsets from the large balcony ...
From $400 per night (USD)
VRBO
From $150 per night (USD)
VRBO
Bikini Top Cottage in the historic village of Longboat Key
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
The Bikini Top Cottage sweet spot for couples. Tiny Home in a Cozy Island village. The bungalow is on an alley way that ...
From $150 per night (USD)
VRBO

Search Your Destination Now!

Longboat Key Rentals

Rental Rates ($USD weekly)

Guests

Check Rates & Availability:

Results: 1,000 Rentals