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 $562 per night (USD)
VRBO
Sea Grape Inn #7 - Beachfront Property
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
BEACH VIEW Condo- 2nd Floor of Beach Front Property, 2 BDRMS/2 BATH, Sleeps 6: 1-King Bed, 1-Queen, 1-Sofa Sleeper ** Ne ...
From $562 per night (USD)
VRBO
From $784 per night (USD)
Expedia
Sea Grape Inn #5- Beachfront Property
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
BEACH VIEW Condo- 2nd Floor of Beach Front Property, 2 BDRMS/2 BATH, Sleeps 6: 1-King Bed, 2-Twin Beds & 1-Sofa Sleeper. ...
From $784 per night (USD)
Expedia
From $566 per night (USD)
VRBO
Sea Grape Inn #4- Beachfront Property
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
BEACH VIEW Condo- 1st Floor of Beach Front Property, 2 BDRMS/2 BATH, Sleeps 4: 1-King Bed, 1-Queen. ** Need to stay less ...
From $566 per night (USD)
VRBO
From $358 per night (USD)
VRBO
Luxury Condo located on Beachfront Property
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
. The condo is situated in one of the most beautiful Beachfront Properties in Longboat Key. The lush landscape along w ...
From $358 per night (USD)
VRBO
From $261 per night (USD)
VRBO
Longboat Key Florida Condo. Walk to beach, bay & rsstaurants.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Sparkling Clean, Tastefully Updated 2BR/1BA Beach Condo, close to all you need. Near the beach and Bay, Walk to some of ...
From $261 per night (USD)
VRBO
From $291 per night (USD)
Expedia
On the beach, Sunset view, Monthly rental 2B/2B Pool&Tennis
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
The view is amazing! The condo overlooks the pristine white sand beach and has a beautiful Gulf view. This second floor ...
From $291 per night (USD)
Expedia
From $320 per night (USD)
VRBO
Beachcomber unit 401
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 reserve online u ...
From $320 per night (USD)
VRBO
From $188 per night (USD)
VRBO
Amazing Beachfront 2B/2B in Longboat Key
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
October and November 2021 are still available with Deep Discount Prices! Wonderful Beachfront condo in magnificent Lo ...
From $188 per night (USD)
VRBO
From $254 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 $254 per night (USD)
VRBO
From $742 per night (USD)
Expedia
2/2 Beachfront, VIEWS, Pool, Private Beach Access
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Offered by FL Vacation Connection, this perfect island getaway is located on the southern tip of Longboat Key with a bea ...
From $742 per night (USD)
Expedia
From $429 per night (USD)
VRBO
Exclusive Beach-Style Condo with great Gulf-View 🌅 Sand Cay 206, Longboat Key
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
🌴Exclusive Gulf View Condo – Sand Cay Beach Resort, Unit 206, Longboat Key 🌴 Welcome to Longboat Key, one of the most ...
From $429 per night (USD)
VRBO
From $419 per night (USD)
Expedia
Charming Cabana Beach Club #8 - Your Coastal retreat Awaits!#9 also available.
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Welcome to Your Coastal Oasis at Cabana Beach Club Unit 8! NO MAJOR HURRICANE DAMAGE!!! Just a two-minute stroll from pr ...
From $419 per night (USD)
Expedia
From $536 per night (USD)
VRBO
GULF FRONT CONDO / PRIVATE PATIO / STEPS TO THE BEACH
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to our Ground floor BEACHFRONT condo unit #119 at the beautiful Sand Cay Beach Resort on Longboat Key! Magnific ...
From $536 per night (USD)
VRBO
From $361 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 $361 per night (USD)
VRBO
From $305 per night (USD)
VRBO
Tennis Tranquility-Cedars East #519 by RVA
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Escape to Paradise at Cedars East Tennis Resort by RVA Resort Vacations. Discover the ultimate Longboat Key getaway at ...
From $305 per night (USD)
VRBO
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Expedia
End-Unit Beach Villa w Stunning Views–Spacious 2BR Whitney Beach #336 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 ...
Click For Pricing
Expedia
From $252 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 $252 per night (USD)
VRBO
From $280 per night (USD)
Expedia
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 $280 per night (USD)
Expedia
From $402 per night (USD)
VRBO
Love the beach? Tennis? Swimming? This great family friendly retreat has it all!
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
Spacious 2400 square foot elevated home (there are 16 steps to enter and exit) featuring wide open floor plan with vault ...
From $402 per night (USD)
VRBO
From $251 per night (USD)
VRBO
Luxury Beach Front Condo on the most private and select beach in Longboat Key!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Are you looking for a quiet and select, non-touristy location right on what happens to be one of the most spectacular an ...
From $251 per night (USD)
VRBO
From $129 per night (USD)
VRBO
Newly Remodeled! Directly Across from Beach ~ Condo
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
The location of the condo is fantastic as you will have access to the luxurious Longboat Key Beach nearly to yourself. T ...
From $129 per night (USD)
VRBO
From $879 per night (USD)
Expedia
2/2 Beachfront, VIEWS, Pool, Private Beach Access
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Offered by Florida Vacation Connection Escape to your perfect island retreat on the southern tip of Longboat Key, where ...
From $879 per night (USD)
Expedia
From $922 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 $922 per night (USD)
VRBO
From $977 per night (USD)
Expedia
2/2 Beachfront, VIEWS, Pool, Private Beach Access
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
FL Vacation Connection offers this 2brm luxury condo. 3rd floor. 1700 sq ft. 52' beachfront balcony. Large Living, dini ...
From $977 per night (USD)
Expedia
Click For Pricing
VRBO
FANTASTIC COTTAGE- SLEEPS 8! - LONGBOAT KEY FL - ENTIRE WEEK OF 3/29 - 4/5 2025
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
WE ARE RENTING A FANTASTIC KEY WEST STYLE COTTAGE ON THE BEACH OF LONGBOAT KEY FLORIDA. JUST STEPS TO THE LOVELY BEACH ...
Click For Pricing
VRBO
From $513 per night (USD)
VRBO
2/2 GULF SIDE AND VIEW, LAST MINUTE SPECIAL IN SEPTEMBER. 260 PER NIGHT.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Sand Cay resort is using the industries best practices and guidelines to ensure that all CDC sanitizing guidelines are c ...
From $513 per night (USD)
VRBO
From $442 per night (USD)
VRBO
Unit #207 Sand Cay Beach Resort Pool View
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
207 Welcome to your ultimate oasis! This second-floor unit is very cozy with all the comforts of home, and only a 90 se ...
From $442 per night (USD)
VRBO
From $631 per night (USD)
VRBO
Longboat Key Waterfront: Private Heated Pool w/ Soaking End & Luxury Hot Tub!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
**Open January through April 2027** Looking for a 3 month tenant January through March Escape to paradise in this stun ...
From $631 per night (USD)
VRBO
From $447 per night (USD)
VRBO
1/1 Beachfront, VIEWS, Pool, Private Beach Access
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Proudly offered by Florida Vacation Connection, this beautifully updated 650-square-foot Beachfront Jr. Suite is your ti ...
From $447 per night (USD)
VRBO
From $497 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 $497 per night (USD)
VRBO
From $901 per night (USD)
VRBO
Sea Grape Inn #1- Beachfront Property
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
BEACH FRONT Condo- 1st Floor of Beach Front Property, 2 BDRM/2 BATH, Sleeps 6: 1-King Bed, 2-Twin Beds & 1-Sofa Sleeper. ...
From $901 per night (USD)
VRBO
From $361 per night (USD)
VRBO
Float Above The Waves In Paradise - Beach Front, 2 Bed, 2 Bath
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Please DO NOT try to book this property initially as there is an approval process including a background check which ca ...
From $361 per night (USD)
VRBO
From $320 per night (USD)
VRBO
Beachcomber unit 205
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Our building is located on the beach, this unit has an ISLAND view. Beautifully renovated 1 bedroom, 1 bath ...
From $320 per night (USD)
VRBO
From $450 per night (USD)
VRBO
Bird's Eye View - Beachfront Penthouse - Gulf + Bay Views - Beachplace 5-602
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
BIRD'S EYE VIEW - PENTHOUSE LIVING AT BEACHPLACE ON LONGBOAT KEY Welcome to Bird’s Eye View, our penthouse home at Beac ...
From $450 per night (USD)
VRBO
From $361 per night (USD)
VRBO
Cedars East Townhome on beautiful Longboat Key
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to Longboat Key - paradise awaits! Large newly renovated, spacious and bright 2 bed/2.5 bath 3 story townhome w ...
From $361 per night (USD)
VRBO
From $2098 per night (USD)
Expedia
Private Island Retreat with Private Beach, Dock, Palm Trees & Glorious Sunsets
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Set on 2 acres of land on a 38 acre private island, this award winning home will provide an island vacation experience f ...
From $2098 per night (USD)
Expedia
From $295 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 $295 per night (USD)
VRBO
From $1700 per night (USD)
Expedia
Steps to Beach-Full gulf views infinity pool-EXQUISITE! Ask @ seasonal 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 $1700 per night (USD)
Expedia
From $284 per night (USD)
VRBO
Renovated Beach Paradise. Ground Floor unit 64
Bedrooms:
1
Bathrooms:
1
Sleeps:
5
Completely renovated. Everything is new. Amazing location. This condo has patio. Condo management will help you with you ...
From $284 per night (USD)
VRBO
From $625 per night (USD)
VRBO
Tropical Paradise - boutique house and cottage with outdoor entertainment deck
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This house, located in a prime location next door to the best restaurant on the Island, is a tropical paradise that you ...
From $625 per night (USD)
VRBO
From $561 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 $561 per night (USD)
VRBO
From $398 per night (USD)
Expedia
Wonderful Canal Front Condo on LBK! Bring Your Boat!Cabana Beach Club UNIT 11.
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to Unit 11 at Cabana Beach Club, a beautiful and comfortable one-bedroom waterfront retreat with stunning bay vi ...
From $398 per night (USD)
Expedia
From $452 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 $452 per night (USD)
VRBO
From $336 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 $336 per night (USD)
VRBO
From $520 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 $520 per night (USD)
VRBO
From $224 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 $224 per night (USD)
VRBO
From $379 per night (USD)
VRBO
Charming Longboat Village Hideaway–2BR in a Quiet Coastal Neighborhood by RVA
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Step into tranquility with Longboat Village Getaway, a charming two-bedroom, two-bathroom stilted home nestled on the pe ...
From $379 per night (USD)
VRBO
From $388 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 $388 per night (USD)
VRBO
From $579 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 $579 per night (USD)
VRBO
From $438 per night (USD)
Expedia
2 BR Beach front villa with enclosed lanai overlooking the pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This 2 bedroom home with a split floor plan works beautifully to accommodate your family's vacation. You walk into a wel ...
From $438 per night (USD)
Expedia
From $249 per night (USD)
VRBO
Beachplace 4-604 Luxury 2 BR/2 BA Penthouse Condo. AVAIL JAN 2026!
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 $249 per night (USD)
VRBO
From $473 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 $473 per night (USD)
Expedia
From $267 per night (USD)
VRBO
Beautiful bayfront view! December 2026 dates available now!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to Harbour Villa #305 – a beautifully updated bayfront retreat offering the perfect blend of comfort, style, and ...
From $267 per night (USD)
VRBO
From $263 per night (USD)
Expedia
Longboat Key with Gulf to Bay access. Beautiful view of Bishop's Bayou.
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Outdoor living at its best in this updated WATERFRONT first floor condo in Whitney Beach Bay Side. Mesmerizing views of ...
From $263 per night (USD)
Expedia
From $375 per night (USD)
VRBO
Breathtaking Beach Front Property Ground Floor Condo
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Granite and stainless steel appliances in the kitchen. The living room’s sliding patio door provides first floor access ...
From $375 per night (USD)
VRBO
From $367 per night (USD)
VRBO
Can't Get Closer to the Beach Without Getting Your Feet Wet!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
**Luxury Gulf-View Condo on Florida’s Most Exclusive Beach – Longboat Key** Welcome to your slice of paradise on Flori ...
From $367 per night (USD)
VRBO
From $5007 per night (USD)
VRBO
Spectacular Sarasota Bay Views from all rooms
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Seasonal Rental. Spectacular views of Sarasota Bay and the Gulf of Mexico from this island penthouse condo. Enjoy the ma ...
From $5007 per night (USD)
VRBO
From $335 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 $335 per night (USD)
VRBO
From $254 per night (USD)
VRBO
Direct Beach-Front - 2 1/2 bedroom, 2 Bath condo In a small LBK Gated Community
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
On LBK’s laid-back, beachy North End: The second floor unit's 26-foot lanai overlooks a pristine stretch of dune and th ...
From $254 per night (USD)
VRBO
From $562 per night (USD)
Expedia
Sea Grape Inn #6- Beachfront Property
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
BEACH VIEW Condo- 2nd Floor of Beach Front Property, 2 BDRMS/2 BATH, Sleeps 6: 1-King Bed, 2-Twin Beds & 1-Sofa Sleeper. ...
From $562 per night (USD)
Expedia
From $562 per night (USD)
VRBO
Sea Grape Inn #2- 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 $562 per night (USD)
VRBO
From $385 per night (USD)
VRBO
First level - steps to beautiful beach, Longboat Key
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
First level - steps to beautiful beach, Longboat Key This condo is located on gorgeous Whitney Beach, at the north end ...
From $385 per night (USD)
VRBO
$Gulf Front Luxury - \Serenity Sunset\ - Long Boat Key, FL$
From $188 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 $188 per night (USD)
VRBO
From $299 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 $299 per night (USD)
VRBO
From $183 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 $183 per night (USD)
VRBO
From $882 per night (USD)
Expedia
637 Norton - Longboat Key - Private canal home 4 Bedroom/ 3.5 Bath with private pool, maximum occupancy of 8 people.
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
637 Norton - Longboat Key - 4 Bedroom/ 3.5 Bath, maximum occupancy of 8 people. Canal Home - Private Pool - Boat Dock - ...
From $882 per night (USD)
Expedia
Click For Pricing
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 ...
Click For Pricing
VRBO
From $415 per night (USD)
Expedia
Experience Coastal Vibes and Serenity - Your Ultimate Longboat Key Retreat!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Discover Paradise at Blue Heron House - Your Perfect Longboat Key Vacation Rental Welcome to Blue Heron House by RVA, a ...
From $415 per night (USD)
Expedia
From $332 per night (USD)
VRBO
Updated 2B/2B with a beautiful view of the bay right from the patio!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Enjoy all Longboat Key has to offer from Harbor Villa Club! Beautifully updated 2/2 directly on the bay! Gorgeous views ...
From $332 per night (USD)
VRBO
From $261 per night (USD)
Expedia
LONGBOAT KEY BEAUTY! This 2/2 unit offers stunning views of the bay! Call today to book your fall vacation!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
• Carefree check-in, go straight to your unit no office visit required. • Fully Equipped Kitchen including microwave, st ...
From $261 per night (USD)
Expedia
From $339 per night (USD)
VRBO
Step from the Beach.Renovated ground Floor unit 63
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Completely renovated. Everything is new. Amazing location. Charming studio. This condo has patio. Condo management will ...
From $339 per night (USD)
VRBO
From $251 per night (USD)
VRBO
Upscale Beachplace Condo...availability starting in May 2026....please inquire
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
LATEST NEWSFLASH FOR BEACHPLACE UNIT 4-404: * 2025 and Winter season 2026 have been fully booked. First available date ...
From $251 per night (USD)
VRBO
From $355 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 $355 per night (USD)
VRBO
From $229 per night (USD)
VRBO
Beachplace - 6 305, 3 Bedroom Condo with Gulf and Bay views
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
All the bells and whistles! This is a gorgeous 3 bedroom/2 bath corner unit with wrap around windows! Beautiful open con ...
From $229 per night (USD)
VRBO
From $142 per night (USD)
VRBO
2 Bd/2 Bath Condo on Sarasota Bay Across from Gulf of Mexico
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Available from May 1, 2026 - December 12, 2026. Beautiful corner unit condo with an abundance of windows located between ...
From $142 per night (USD)
VRBO
From $168 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 $168 per night (USD)
VRBO
From $402 per night (USD)
VRBO
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 $402 per night (USD)
VRBO
From $433 per night (USD)
VRBO
Beautiful Beachfront Condo Just Steps from the 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 $433 per night (USD)
VRBO
From $329 per night (USD)
VRBO
Longbeach Lucky 13: Where Island Time Begins & Relaxation Never Ends by RVA
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
No luck needed here to know you've stumbled upon one of the best spots Longboat Key has to offer. Longbeach Lucky 13 by ...
From $329 per night (USD)
VRBO
From $542 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 $542 per night (USD)
VRBO
From $331 per night (USD)
VRBO
Exquisite Beachfront Condo with both Sunrise & Sunset Views
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Discover a newly renovated beachfront sanctuary where Tommy Bahama-inspired style meets modern luxury. This 4th-floor re ...
From $331 per night (USD)
VRBO
From $330 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 $330 per night (USD)
VRBO
From $255 per night (USD)
VRBO
Beachfront Longboat Key Condo • 3BR • Pool, Tennis & Private Beach Access
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
3 bedroom, 2 full bath 3rd Floor (Top Floor)-Southwest Corner 1500+ sq./ft. of living space Bedrooms (Sleeps 6): Bedroo ...
From $255 per night (USD)
VRBO
From $145 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 $145 per night (USD)
VRBO
From $249 per night (USD)
VRBO
2 BR Beachplace Condo Unit 5-301 by RVA
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
RVA proudly presents an exquisite two-bedroom, two-bathroom residence nestled in building 5, offering unparalleled Gulf ...
From $249 per night (USD)
VRBO
From $754 per night (USD)
VRBO
Full Gulf Front Gorgeous Condo . Directly on the Gulf
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 $754 per night (USD)
VRBO
From $362 per night (USD)
VRBO
Sunny Days on LBK: Open Wed, Sept 9th!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This charming seaside condo is directly on the pristine white sands and serene blue waters of the Gulf of Mexico in excl ...
From $362 per night (USD)
VRBO
From $205 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 $205 per night (USD)
VRBO
From $291 per night (USD)
VRBO
Tennis & Beach Retreat – Cedars East #804 by RVA
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Escape to Paradise at Cedars East Tennis Resort – Longboat Key Luxury Townhome by RVA Resort Vacations Welcome to Ced ...
From $291 per night (USD)
VRBO
From $383 per night (USD)
Expedia
Private townhome steps from the beach and right next to the pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
9
Beautiful 2 story private townhome has been recently updated in a bohemian beach vibe with warm pinks, blues and greens ...
From $383 per night (USD)
Expedia
From $225 per night (USD)
VRBO
Paradise! Gulf beach, On bay, bike, fish, kayak, relax, shop, swim, tennis.....
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Beautiful condo located on 2nd floor. End unit overlooking beautiful tropical plants and offering natural light ! Turn ...
From $225 per night (USD)
VRBO
From $249 per night (USD)
Expedia
Beachplace Living – Walk to Beach, Swim, Play & Unwind #11-303 Condo by RVA
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
RVA offers this comfortably appointed two-bedroom, two-bathroom condominium in the desirable gated community of Beachpla ...
From $249 per night (USD)
Expedia
From $202 per night (USD)
VRBO
Private home, North End LBK. 2 Bedrooms 1 Bath On 2nd Floor only steps to beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Private Beach Cottage with apartment on second floor. Top floor apartment has two bedrooms, one recently remodeled bath, ...
From $202 per night (USD)
VRBO
From $403 per night (USD)
Expedia
Best views of the beach from your balcony Unit 301
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
Welcome to Paradise! Unit 301 with unobstructed Mexican Gulf View. This is a corner condo, so you have more space and a ...
From $403 per night (USD)
Expedia
From $293 per night (USD)
VRBO
⚓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 $293 per night (USD)
VRBO
From $377 per night (USD)
Expedia
PENTHOUSE WITH A SPECTACULAR VIEWS OF THE GULF OF MEXICO EQUALY SARASOTA BAY
Bedrooms:
0
Bathrooms:
2
Sleeps:
4
Penthouse Contemporary design. Spectacular Views of Gulf & Sarasota Bay. Kitchen, Self Clean Oven, Micro, Dishwasher. Sp ...
From $377 per night (USD)
Expedia
From $304 per night (USD)
VRBO
Longboat Key Escape – Cedars East #603 by RVA
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Escape to Paradise at Cedars East Tennis Resort by RVA Resort Vacations. Discover the ultimate Longboat Key getaway at ...
From $304 per night (USD)
VRBO
From $178 per night (USD)
Expedia
2 Bed, 2 Bath, Direct Beachfront w/ Gulf views
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Beachfront Bliss on Longboat Key – Stunning Views & Modern Comfort Stay directly on the beach in this beautifully upd ...
From $178 per night (USD)
Expedia
From $249 per night (USD)
VRBO
2/2 Beachfront Condo, Pool, Fitness, Tennis
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
NEWLY RENOVATED!! A beachfront condominium managed by Florida Vacation Connection is located on the world-renowned Long ...
From $249 per night (USD)
VRBO
From $183 per night (USD)
Expedia
2/2 Condo LBK, Beach, Pool, Fitness, Tennis
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Beachplace 5-402 | Pond & Beach Views | Florida Vacation Connection Welcome to Beachplace 5-402, your serene getaway on ...
From $183 per night (USD)
Expedia

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