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 $366 per night (USD)
VRBO
2BR King & Queen Gulf-front Luxury at Private Whitney Beach Longboat Key
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Vacation in comfort in unit 310 at tranquil Whitney Beach Gulfside a two story, pet free resort with heated pool and EV ...
From $366 per night (USD)
VRBO
From $228 per night (USD)
VRBO
Modern Luxurious 2BR/2BA Beach Front Condo. 60/90 day minimum stay.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Dream… Gulf Coast living. Fully renovated and furnished condominium to a standard you only see in magazines. End unit l ...
From $228 per night (USD)
VRBO
From $241 per night (USD)
VRBO
Beach to Bay
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Bayport Beach and Tennis Club offers the best of everything Longboat Key has to offer. Please note that during the high ...
From $241 per night (USD)
VRBO
From $372 per night (USD)
Expedia
Your Vacation Oasis Awaits on Beautiful Longboat Key!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
3 Bed, 3 Bath recently renovated Beach house with large sun deck and heated pool surrounded by beautiful landscaping tha ...
From $372 per night (USD)
Expedia
From $402 per night (USD)
VRBO
Beautiful 3 bedroom beach front condo
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Welcome to our beautiful beachfront, three bedroom, 2 bath, first floor condo. Our condo has been recently remodeled to ...
From $402 per night (USD)
VRBO
From $599 per night (USD)
VRBO
Bayfront Longboat Key House with Pool and 3 min walk to the beach
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Newly renovated Sarasota Bay front house with unobstructed view. Large two-story villa has everything you need for you ...
From $599 per night (USD)
VRBO
From $168 per night (USD)
VRBO
Longboat Bungalow Retreat - Historic Village - Walk to Beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Welcome to Longboat Key and our home in Historic Longbeach Village situated on the north end of Longboat Key. The Villag ...
From $168 per night (USD)
VRBO
From $309 per night (USD)
Expedia
Beautiful canal front unit!See manatees playing from your living room.Cabana #12
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Our comfortable beach style end unit 12 of the Cabana Beach Club directly faces the bay/canal. This one bedroom and on ...
From $309 per night (USD)
Expedia
From $288 per night (USD)
VRBO
LBK Home! Steps from the beach! Sleeps 4!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Our home is a 2 bedroom, 2 bath newly remodeled home located right off of Gulf of Mexico Drive. A small public beach acc ...
From $288 per night (USD)
VRBO
From $174 per night (USD)
VRBO
Longboat Key, Penthouse, 3 Bed 3Bath 2 patios Beachfront
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Penthouse unit with view of Gulf from all rooms.2 Rooftop patios with furnishings. Private beach across GMD and private ...
From $174 per night (USD)
VRBO
From $1079 per night (USD)
VRBO
Beautiful Waterfront Estate! Private gated property. Deeded beach access.
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
This spacious 5 bedrooms, 4.5 bath in the heart of Longboat Key is ready to accommodate you on your dream Florida vacati ...
From $1079 per night (USD)
VRBO
From $192 per night (USD)
VRBO
Waterfront Condo in Longboat Key Florida
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Waterfront 1 bedroom, 1 bath ground floor walk out condominium. Water views from ALL rooms. The lanai/sun room is set up ...
From $192 per night (USD)
VRBO
From $405 per night (USD)
VRBO
Stunning sunset views; Beachfront condo on central Longboat Key
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Private Condo located on second floor at Tiffany Plaza on Longboat Key. Second floor accessible only by security code el ...
From $405 per night (USD)
VRBO
From $411 per night (USD)
VRBO
Gorgeous Full Gulf Front Condo.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Coastal Contemporary Condo located at the Sea Gate complex on south Longboat Key. Corner unit on the fourth floor. Co ...
From $411 per night (USD)
VRBO
From $181 per night (USD)
VRBO
Gulf Front, luxury condominium in beautiful Long Boat Key, FL
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Prime location and luxury !!!! Enjoy spectacular sunsets and incredible water views of the Gulf of Mexico in this upscal ...
From $181 per night (USD)
VRBO
From $355 per night (USD)
VRBO
REMODELED!!! Enjoy a Taste of Paradise from an Oceanfront Condo on White Sands!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This Beachplace condo, situated on the sands of Longboat Key, Florida, offers a breathtaking, panoramic view of the Gulf ...
From $355 per night (USD)
VRBO
From $605 per night (USD)
VRBO
Beautiful, renovated Gulf Front at Sand Cay with private beach on Longboat
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Your safety is our top priority. This unit is professionally cleaned using EPA registered product to combat Covid-19. In ...
From $605 per night (USD)
VRBO
From $252 per night (USD)
Expedia
⚓The Tree House! Beautiful townhome in Longboat Key with great amenities surrounded by nature!⚓
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to The Tree House in Cedars East Longboat Key! ⚓Short bike ride to beaches ⚓Community Pool, Kayak Launch, Natur ...
From $252 per night (USD)
Expedia
From $207 per night (USD)
VRBO
Bayport Beach & Tennis Club ~ A Beach to Bay Tropical Oasis!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to Bayport Beach and Tennis Club! Bayport Beach and Tennis Club is a beach to bay tropical oasis situated on 27 ...
From $207 per night (USD)
VRBO
From $123 per night (USD)
VRBO
Magnificent gulf front condo with beautiful white sand beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Magnificent direct Gulf front property on Longboat Key. The condo has been updated from furniture and furnishings to pai ...
From $123 per night (USD)
VRBO
From $299 per night (USD)
VRBO
Direct gulf view!!!!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
2 bedroom, 2 bath condo located directly on the Gulf of Mexico on beautiful Longboat Key, Florida!! Both condos sleep ...
From $299 per night (USD)
VRBO
From $457 per night (USD)
VRBO
Stunning Modern Villa with Private Pool&Dock on Longboat Key.Your Dream Getaway!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Experience the Ultimate Getaway at Our Brand New Villa on Longboat Key! NO HURRICANE DAMAGE!!! Escape to paradise in o ...
From $457 per night (USD)
VRBO
From $249 per night (USD)
VRBO
Perfect FL Longboat Key Getaway, steps from the Gulf! Sleeps 4
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This 1st floor, 1 bedroom/1 bathroom beautifully and newly decorated condo is located directly across the street (beach ...
From $249 per night (USD)
VRBO
From $381 per night (USD)
Expedia
Updated Townhome, Secluded Beach + Pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Renovation completed in 2025! New master bath, whole house repaint, new furniture, etc. Longboat Key beach is ok post-hu ...
From $381 per night (USD)
Expedia
From $377 per night (USD)
VRBO
We Are Open! No damage to our Beautiful Beachfront Condo on Gulf of Mexico
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Hi everybody, we are happy to report that our unit incurred no damage and our association had only minimal damage due to ...
From $377 per night (USD)
VRBO
From $197 per night (USD)
VRBO
Upscale Beachplace Condo...summer 2025 now discounted 15%...please inquire
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
LATEST NEWSFLASH FOR BEACHPLACE UNIT 4-404: * The following months in 2025 are available....July, August, September, Oc ...
From $197 per night (USD)
VRBO
From $454 per night (USD)
VRBO
LONGBOAT KEY BEACH CONDO
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to our Longboat Key (LBK) Family Home. Our condo is a true family home where we gather together to get away fr ...
From $454 per night (USD)
VRBO
From $167 per night (USD)
VRBO
Recently Updated!!! Lovely 2 Bedroom Condo in Bayport Beach and Tennis Club
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This tastefully furnished, second-floor condo in the Bayport Beach and Tennis Club offers a comfortable living space wit ...
From $167 per night (USD)
VRBO
From $500 per night (USD)
VRBO
Bright Key West style home on the Longboat Key-Walk to the Beach
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
Enjoy a great vacation home on the north end of Longboat Key near Longboat Pass. This home is set on a lovely bayou and ...
From $500 per night (USD)
VRBO
From $396 per night (USD)
VRBO
Longboat Harbour towers
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
This beautiful condo is furnished in island style furniture. It includes an inside entry, washer/dryer, big screen TV, f ...
From $396 per night (USD)
VRBO
From $368 per night (USD)
VRBO
PENTHOUSE DOUBLE BALCONY FULL GULF & BAY VIEWS FROM EVERY ROOM Beachplace 5-602
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Our beautiful PENTHOUSE UNIT at BEACHPLACE, named “Bird’s Eye View”, has a breathtaking view of the Gulf of Mexico from ...
From $368 per night (USD)
VRBO
From $325 per night (USD)
Expedia
Your Paradise Awaits...
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Enjoy the ambiance of this Key West style bungalow, one of the earliest properties in the charming Long Beach Village. R ...
From $325 per night (USD)
Expedia
From $274 per night (USD)
VRBO
New Listing: Sun, Sea Breeze & Seagulls – The Ultimate Beach Location
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Located in the heart of Longboat Key Gulf Key provides it’ guest with one of the best locations on the key. With two (2) ...
From $274 per night (USD)
VRBO
From $340 per night (USD)
VRBO
Oceanview Beautiful Penthouse 3 Rms Private Patios Spacious Steps to the Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
* DISCOUNTED RATE AVAILABLE FOR MORE THAN 90 DAYS. CONTACT OWNER FOR DETAILS* Life is good at Beach Harbor Club in Longb ...
From $340 per night (USD)
VRBO
$Gulf Front Luxury - \Serenity Sunset\ - Long Boat Key, FL$
From $184 per night (USD)
VRBO
Gulf Front Luxury - \"Serenity Sunset\" - Long Boat Key, FL
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Prime location and luxury !!!! Enjoy spectacular sunsets and incredible water views of the Gulf of Mexico in this upsc ...
From $184 per night (USD)
VRBO
From $315 per night (USD)
VRBO
Beautiful Condo Overlooking Gulf - Multiple Monthly Rental Preferred
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Manatee County Condo RRCR# RRR-00751.2023 Wake up to the amazing sounds and beautiful views of the Gulf of Mexico! We ...
From $315 per night (USD)
VRBO
From $232 per night (USD)
VRBO
Gulf-Front - 2 1/2 bedroom, 2 Baths
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
On LBK’s laid-back, beachy North End: A 26-foot lanai overlooks a pristine stretch of dune and the wide, under-populate ...
From $232 per night (USD)
VRBO
From $466 per night (USD)
VRBO
Best desired location on Southern end of LBK in Country Club Shores
Bedrooms:
3
Bathrooms:
3
Sleeps:
5
Private home located in the prime desirable quiet neighborhood of Country Club Shores. (sought after southern end with ...
From $466 per night (USD)
VRBO
From $380 per night (USD)
VRBO
Amazing Gulf Beach Condo Steps From The Sand
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This is a small cozy 5 STAR rated Time Share Rental Property with less then 50 units in the middle of the 11 mile beach ...
From $380 per night (USD)
VRBO
From $325 per night (USD)
VRBO
Undamaged - Can't Get Closer to the Beach Without Getting Your Feet Wet!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
We were extremely lucky. Storm surge from Helene stopped 10 feet from our Lanai. We were on "safe" side of Milton that l ...
From $325 per night (USD)
VRBO
From $537 per night (USD)
VRBO
Longboat Bay Club, Longboat Key Florida, Condo
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Recently renovated over the last 2 years 1600 sq. ft. 2 bedroom, 2 baths, sleeps 6, pool, hot tub, tennis court, outdoor ...
From $537 per night (USD)
VRBO
From $238 per night (USD)
Expedia
Longboat Key , Beach , Pool , Dock , Canal , Boat Access. Kayak rentals, Fishing
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Large open rooms, Canal for Kayaking and Boating - 2800 sq ft, 4 Bedroom, 3 Bath, Beach, Pool Large Longboat Key Home - ...
From $238 per night (USD)
Expedia
From $249 per night (USD)
VRBO
North End Villa Spacious Longboat Key Villa minutes walk to a private beach grill, WIFI, PERFECT!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
You can’t get closer to a private beach without the beach front price tag! Longboat has monthly rentals but will rent fo ...
From $249 per night (USD)
VRBO
From $239 per night (USD)
VRBO
Beachplace 4-604 Luxurious 2 BR/2 BA Penthouse Condo.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Stunning, Fully Furnished, Penthouse, 2 BR/2BA Condo With Amazing Views! Recently remodeled to give a cozy yet sophist ...
From $239 per night (USD)
VRBO
From $242 per night (USD)
VRBO
Beautiful Portobello Condo Steps to Private Beach, Tennis and Pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
MONTHLY/SEASONAL RENTAL! Welcome to Paradise. This very comfortable and spacious 3rd floor, 1500 sqft 2 bed/2 bath condo ...
From $242 per night (USD)
VRBO
From $500 per night (USD)
VRBO
Beachfront 1-bedroom condo in Longboat Key, Private beach in your backyard.
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Experience the ultimate beach lifestyle with this ground-floor condo at Silver Sands Resort, where your back lanai steps ...
From $500 per night (USD)
VRBO
From $366 per night (USD)
VRBO
Now Open! 7-Night Deal – Oceanfront w/ Private Balcony & Stunning Views
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
The Beach Resort is located on exclusive Long Boat key a 12-mile long barrier Island off the Florida peninsula coast. He ...
From $366 per night (USD)
VRBO
From $1715 per night (USD)
VRBO
Steps to Beach-Full gulf views infinity pool-EXQUISITE! Ask @ summer specials!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Endless gulf views in newly constructed spectacular home with private infinity pool. This unit features a brand new mod ...
From $1715 per night (USD)
VRBO
From $285 per night (USD)
VRBO
Longboat Key’s rare location!Beautiful canal front house with a private dock!
Bedrooms:
2
Bathrooms:
1
Sleeps:
6
This wonderful, remodeled, neat unit has one bedroom king size bed with walk in closet and private bathroom, living room ...
From $285 per night (USD)
VRBO
From $278 per night (USD)
Expedia
Wonderful Canal Front Condo! Bring Your Boat!UNIT 11
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This beautiful and comfortable unit 11 has 1 bedroom and living room with sleeper sofa so it can easily accommodate 4 ...
From $278 per night (USD)
Expedia
From $430 per night (USD)
VRBO
Beach and Boaters Paradise! Heated pool, Fish off the dock, walk to the beach!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to Beach & Boaters Paradise a home in a residential community where you will have immediate access to beautiful ...
From $430 per night (USD)
VRBO
From $314 per night (USD)
VRBO
Rare 3 Bedroom Condo/Villa with Beautiful Bay Views
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Enjoy beautiful Bay views from this spacious three bedroom two bathroom one-story (no elevator) villa that comfortably s ...
From $314 per night (USD)
VRBO
From $155 per night (USD)
VRBO
Beautiful Beachplace - 1135 Gulf of Mexico Drive
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Enjoy spectacular sunsets from this direct Gulf front, 2 bedroom, 2 bath well appointed property. Located on the 5th flo ...
From $155 per night (USD)
VRBO
From $241 per night (USD)
VRBO
Beachfront Condo
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Steps to the heated pool and gorgeous beach - which runs for over ten miles! Run out barefoot to the beach, enjoy a swim ...
From $241 per night (USD)
VRBO
From $429 per night (USD)
VRBO
Gulf Front 1 BR with Great Room Awesome View End Unit 227 with 42' TV
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
Spend some time in paradise! Relax in a comfortable Laz Boy Recliner overlooking the Gulf. Enjoy breakfast while watchi ...
From $429 per night (USD)
VRBO
From $123 per night (USD)
VRBO
Float Above The Waves In Paradise - Beach Front, 2 Bed, 2 Bath
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
We have two units in this condo building. One on the 2nd floor and one on the 7th. Both with magnificent Gulf of Mexic ...
From $123 per night (USD)
VRBO
From $252 per night (USD)
VRBO
Modern Bayfront Retreat with boat dock and short walk to Beach
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
This lovely 3 bedroom, 3 bath home waterfront hideaway will take you to another place and time. This treetop house is t ...
From $252 per night (USD)
VRBO
From $376 per night (USD)
Expedia
Direct Gulf front Condo on top floor, corner unit
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
The Turtle Crawl Inn encompass all that is hallmark to a Gulf front vacation. Many others on the island claim to be Gulf ...
From $376 per night (USD)
Expedia
From $378 per night (USD)
VRBO
Wonderful beach condo, heated pool, peaceful location Longboat Key
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
On the beach! Wonderful 2 BR condo This large and airy 2 bedroom condo is right on the beach. It is a corner unit on th ...
From $378 per night (USD)
VRBO
From $393 per night (USD)
VRBO
2/2 GULF SIDE UPDATED APARTMENT, CHECK FOR LAST MINUTE 285 NIGHT JULY SPECIALS.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Sand Cay resort is open using the industries best practices and guidelines to ensure that all CDC sanitizing guidelines ...
From $393 per night (USD)
VRBO
From $780 per night (USD)
VRBO
Hidden Bay/Beach Paradise
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Come stay for a month and discover this Hidden Beach/Bay 4 Bedroom Gem and enjoy all the amenities in your home away fro ...
From $780 per night (USD)
VRBO
From $236 per night (USD)
VRBO
Beach Front Condo Newly Renovated
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Longboat Key second floor beach-front condo, with two bedrooms, additional bonus room, two full bathrooms, breathtaking ...
From $236 per night (USD)
VRBO
From $304 per night (USD)
VRBO
Longboat Key Club!! Direct Beachfront!!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Enjoy your morning coffee on your spacious, open-air, Gulf view Balcony overlooking your included beach and swimming poo ...
From $304 per night (USD)
VRBO
From $367 per night (USD)
VRBO
UPDATED GORGEOUS CANAL SOUTH END LBK PROPERTY WALK TO BEACH SHOPPING CLOSE BY
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
THIS PROPERTY HAS BEEN INSPECTED BY AND REGISTERED WITH THE TOWN OF LONGBOAT KEY RRR# 00134.2023 *****ONLY ONE RENTAL ...
From $367 per night (USD)
VRBO
From $385 per night (USD)
VRBO
Updated Beach Style Condo at Sand Cay with Great Ocean Views.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Our condo has everything you will need for a relaxing vacation on the beach. The island of Longboat Key... ... is on ...
From $385 per night (USD)
VRBO
From $200 per night (USD)
VRBO
1st Floor Home Away from Home - Steps to Beach - Pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
A very warm welcome to your beautiful, home away from home on this Island Paradise! This gorgeous location is truly on ...
From $200 per night (USD)
VRBO
From $238 per night (USD)
VRBO
Charming 2-Bedroom Coastal Retreat – Steps from Dining & Private Beach Access!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Whether you're seeking a romantic getaway, a family vacation, or simply a peaceful escape, look no more! This newly remo ...
From $238 per night (USD)
VRBO
From $429 per night (USD)
Expedia
Luxurious Beachfront Suite by FVC
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Proudly offered by Florida Vacation Connection, this beautifully updated 650-square-foot beachfront Suite (also known as ...
From $429 per night (USD)
Expedia
From $431 per night (USD)
VRBO
THE BEACH CONDO #107. DIRECLY ON GULF FULL VIEW
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Studio, sleeps 4, full kitchen with ss appliances and granite countertops, 1 ba, private beach front patio, heated beach ...
From $431 per night (USD)
VRBO
From $195 per night (USD)
Expedia
Gulfside Resort on Longboat Key Silver Sands Gulf Beach Resort #241A by RVA
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
RVA offers Silver Sands Gulf Beach Resort. Located beach front on beautiful Longboat Key, this resort offers all the ame ...
From $195 per night (USD)
Expedia
From $592 per night (USD)
VRBO
Unforgettable Oceanfront Oasis-The Beach on Longboat Key #226 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 $592 per night (USD)
VRBO
From $229 per night (USD)
Expedia
Large Studio on Gulf! Cabana Beach Club #5B Longboat Key-Steps to Sand by RVA
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
RVA features Cabana Beach Club. With the majority of units located on the beach side of the exclusive Longboat Key islan ...
From $229 per night (USD)
Expedia
From $288 per night (USD)
VRBO
Ground Floor, Steps to the Sand Silver Sands #243A Resort by RVA
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
RVA offers Silver Sands Gulf Beach Resort. Located beach front on beautiful Longboat Key, this resort offers all the ame ...
From $288 per night (USD)
VRBO
From $193 per night (USD)
Expedia
Affordable Beach Escape – Studio at Silver Sands in LBK #257A Resort by RVA
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
RVA offers Silver Sands Gulf Beach Resort. Located beach front on beautiful Longboat Key, this resort offers all the ame ...
From $193 per night (USD)
Expedia
From $741 per night (USD)
VRBO
Updated Beachfront Condo at Prestigious Long Boat Key Resort
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to Suite Serenity, a beautiful beachfront King suite at the amazing Longboat Key Club resort. 🏡 Property Hig ...
From $741 per night (USD)
VRBO
From $182 per night (USD)
Expedia
Bright Studio by the Beach–Silver Sands Gulfside Stay #255A Resort by RVA
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
RVA offers Silver Sands Gulf Beach Resort. Located beach front on beautiful Longboat Key, this resort offers all the ame ...
From $182 per night (USD)
Expedia
From $319 per night (USD)
VRBO
Oceanfront Bliss - The Beach on Longboat Key #106 Resort by RVA
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
RVA features The Beach on Longboat Key. Savor warm Gulf breezes while resting lavishly in this Gulf-front condominium co ...
From $319 per night (USD)
VRBO
From $233 per night (USD)
Expedia
Sun, Sand & Silver Sands – Gulfside Resort Escape Unit #237 by RVA
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
RVA offers Silver Sands Gulf Beach Resort. Located beach front on beautiful Longboat Key, this resort offers all the ame ...
From $233 per night (USD)
Expedia
From $186 per night (USD)
VRBO
Beachside Studio in Longboat Key - Silver Sands #253A Resort by RVA
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
RVA offers Silver Sands Gulf Beach Resort. Located beach front on beautiful Longboat Key, this resort offers all the ame ...
From $186 per night (USD)
VRBO
From $182 per night (USD)
Expedia
Cozy Beachside Studio Escape - Silver Sands #251A Resort by RVA
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
RVA offers Silver Sands Gulf Beach Resort. Located beach front on beautiful Longboat Key, this resort offers all the ame ...
From $182 per night (USD)
Expedia
From $177 per night (USD)
VRBO
Silver Sands #245A Resort by RVA
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
RVA offers Silver Sands Gulf Beach Resort. Located beach front on beautiful Longboat Key, this resort offers all the ame ...
From $177 per night (USD)
VRBO
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 Pricing
Expedia
From $411 per night (USD)
VRBO
2 Cottage Combo - Steps to the Sand & 478 Feet From Public Boat Ramp!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Two Charming Cottages for Two Couples – Perfect for a Longboat Key Getaway! Escape to Longboat Key with your favorite t ...
From $411 per night (USD)
VRBO
From $721 per night (USD)
Expedia
LaPlaya 205D January 2025 Discount!
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 $721 per night (USD)
Expedia
From $518 per night (USD)
VRBO
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 $518 per night (USD)
VRBO
From $328 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 $328 per night (USD)
Expedia
From $346 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 $346 per night (USD)
VRBO
From $473 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 $473 per night (USD)
Expedia
From $473 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 $473 per night (USD)
VRBO
From $473 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 $473 per night (USD)
Expedia
From $473 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 $473 per night (USD)
VRBO
From $499 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 $499 per night (USD)
Expedia
From $721 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 $721 per night (USD)
VRBO
From $341 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 $341 per night (USD)
Expedia
From $473 per night (USD)
VRBO
LaPlaya 103A-Time to relax! Enjoy the peaceful, private beach just a shell's throw from your door.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Beachfront 2 Bedroom, 2 Bath condo in the center of beautiful Longboat Key, an island just a few miles north of Sarasota ...
From $473 per night (USD)
VRBO
From $518 per night (USD)
Expedia
LaPlaya 102B-Directly on the beach with the warm Gulf waters waiting!
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 $518 per night (USD)
Expedia
From $721 per night (USD)
VRBO
LaPlaya 206C-Gorgeous vistas of the Gulf from this light and bright end unit with private access to the beach.
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 $721 per night (USD)
VRBO
From $346 per night (USD)
Expedia
LaPlaya 104E-Prefectly located near the path to the beach, just steps from the pool.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
2 Bedroom & 1 bathroom, ground-floor condo just steps to the beach or sheltered pool. Fully furnished with everything yo ...
From $346 per night (USD)
Expedia
From $473 per night (USD)
VRBO
LaPlaya 101A - Step out to the beach from your screened lanai. Light and bright end unit.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Beachfront 2 Bedroom, 2 Bath condo in the center of beautiful Longboat Key, an island just a few miles north of Sarasota ...
From $473 per night (USD)
VRBO
From $346 per night (USD)
Expedia
LaPlaya 102E-Tropical garden view near the pool!
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 $346 per night (USD)
Expedia

Search Your Destination Now!

Longboat Key Rentals

Rental Rates ($USD weekly)

Guests

Check Rates & Availability:

Results: 911 Rentals