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 $310 per night (USD)
VRBO
Beachplace 9-302 by FGC
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Beachfront renting at its finest: relax, unwind, and enjoy the magnificent views of the pristine white sandy beach and t ...
From $310 per night (USD)
VRBO
From $232 per night (USD)
Expedia
Suzie's Beach House, Longboat Key
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Located in Country Club Shores close to St. Armands Circle and downtown Sarasota, this quiet, three bedroom home offers ...
From $232 per night (USD)
Expedia
From $569 per night (USD)
VRBO
Longboat Key pool home with deeded beach access
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Escape to paradise in this stunning 3-bedroom, 2.5-bath ranch home, nestled in the tranquil Buttonwood Harbour neighborh ...
From $569 per night (USD)
VRBO
From $266 per night (USD)
Expedia
Beach and Tennis Paradise in Beautiful Longboat Key
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Consider this condo directly on the beach your home away from home while you visit beautiful Longboat Key. This property ...
From $266 per night (USD)
Expedia
From $211 per night (USD)
VRBO
Grand Bay 626 by FVC
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Luxury Waterfront Retreat at Grand Bay – Unit 626, Longboat Key Experience the ultimate in coastal elegance at this s ...
From $211 per night (USD)
VRBO
From $286 per night (USD)
Expedia
Beachplace 6-205 by FVC
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Beachplace 3-Bedroom Condo – Longboat Key Welcome to your perfect Florida retreat at Beachplace on Longboat Key! Prof ...
From $286 per night (USD)
Expedia
From $401 per night (USD)
VRBO
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 $401 per night (USD)
VRBO
From $145 per night (USD)
Expedia
Coastal Living at Its Finest at Longboat Key
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Escape to Beach Harbor Club on Longboat Key, where unforgettable experiences await! Start your day with a sunrise over S ...
From $145 per night (USD)
Expedia
From $286 per night (USD)
VRBO
Waterfront 2-Bedroom Retreat in Longboat Key
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Summary: Welcome to this stunning 2-bedroom, 2-bath residence on Longboat Key offers the perfect retreat for up to 4 gue ...
From $286 per night (USD)
VRBO
From $334 per night (USD)
Expedia
Longboat Key, FL 1 Bed 1 Bath Beachfront Property First Floor Walk Out
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Longboat Key is waiting for you at this 1-bedroom condo. This peaceful retreat offers all the essentials for a terrific ...
From $334 per night (USD)
Expedia
From $728 per night (USD)
VRBO
Beachfront Luxury with Spectacular Views
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to Islands West 12F, a luxurious beachfront condo located in the prestigious and secure Islands West building on ...
From $728 per night (USD)
VRBO
From $342 per night (USD)
Expedia
Charming 2-bedroom condo with WiFi and AC in beautiful Longboat Key
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Experience Longboat Key like a local in this 2-bedroom condo. This lovely property features 2 queen beds, AC, WiFi, heat ...
From $342 per night (USD)
Expedia
From $318 per night (USD)
VRBO
2-bedroom condo in welcoming Longboat Key with AC, WiFi
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This 2-bedroom condo is perfect for your escape to Longboat Key. The enchanting space features 1 king bed, 1 queen bed, ...
From $318 per night (USD)
VRBO
From $351 per night (USD)
Expedia
Gorgeous townhouse in desirable Cedar's East Tennis Resort!
Bedrooms:
3
Bathrooms:
2
Sleeps:
4
You will pinch yourself that you are staying on such a gorgeous island in a beautiful townhome! Every morning you will l ...
From $351 per night (USD)
Expedia
From $419 per night (USD)
VRBO
Stunning Beachfront, Gulf-to-Bay Views, 3 Bedroom Corner Condo, 2000 sq ft
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
This fabulous, 2000-square-foot, fourth story, corner, direct beachfront, condominium features spectacular views of the ...
From $419 per night (USD)
VRBO
$A Lush + Tropical Beachside Sanctuary\n2BR\/2BA Condo w\/ Fully Equipped Kitchen$
From $276 per night (USD)
Expedia
A Lush + Tropical Beachside Sanctuary\n2BR\/2BA Condo w\/ Fully Equipped Kitchen
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Escape to your peaceful beachside + tropical retreat, nestled in desirable South Longboat Key on 31 acres of private bea ...
From $276 per night (USD)
Expedia
From $210 per night (USD)
VRBO
Bayside condo-250 feet to beach-available summer thru January
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Spring, summer, fall through January, here’s an opportunity to get immersed in the island lifestyle. Available starting ...
From $210 per night (USD)
VRBO
$Gorgeous 1bed\/1bath 2nd Floor condo in Beach Harbor Club on Longboat Key!$
From $219 per night (USD)
VRBO
Gorgeous 1bed\/1bath 2nd Floor condo in Beach Harbor Club on Longboat Key!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Say hello to your new favorite spot! This gorgeous 1bed/1bath second floor unit has been completely renovated and furnis ...
From $219 per night (USD)
VRBO
From $253 per night (USD)
VRBO
Beautiful Ground Floor Condo on Award Winning Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Hi everybody, if our available dates don't work, please let me know, we do have another condo and lots of friends with c ...
From $253 per night (USD)
VRBO
From $198 per night (USD)
Expedia
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 $198 per night (USD)
Expedia
From $325 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 $325 per night (USD)
VRBO
From $198 per night (USD)
Expedia
Beautiful Longboat Key, Perfect Location, Sarasota ~FL~
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
****BACK ON THE MARKET**** Beautiful Longboat Key, Sarasota, FL! * Newly remodeled, 2 bedroom, 2 bath condo, overlook ...
From $198 per night (USD)
Expedia
From $397 per night (USD)
VRBO
Full Beach View 2 Bedroom Penthouse
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 $397 per night (USD)
VRBO
From $165 per night (USD)
Expedia
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 $165 per night (USD)
Expedia
From $152 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 $152 per night (USD)
VRBO
From $514 per night (USD)
Expedia
Fairway Bay - Luxury Beachfront Condo with Pool by Gulfcoast Holiday Homes
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
Luxury Vacation Rental condo, recently remodeled, with 3 bedrooms, 2 bathrooms, and spectacular water views. Located in ...
From $514 per night (USD)
Expedia
From $451 per night (USD)
VRBO
Beach View Condo-Quiet & Secluded Private Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Relax with your loved ones at this quiet, beachfront condo at the Beach Castle Resort with views of the Gulf of Mexico f ...
From $451 per night (USD)
VRBO
From $157 per night (USD)
Expedia
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 $157 per night (USD)
Expedia
From $286 per night (USD)
VRBO
Beachplace 8-505 Gulf Front by FVC
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Beachfront Bliss at Beachplace – Your Longboat Key Retreat Welcome to your dream coastal getaway, professionally manag ...
From $286 per night (USD)
VRBO
From $243 per night (USD)
Expedia
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 $243 per night (USD)
Expedia
From $230 per night (USD)
VRBO
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 $230 per night (USD)
VRBO
From $187 per night (USD)
Expedia
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 $187 per night (USD)
Expedia
From $514 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 $514 per night (USD)
VRBO
From $262 per night (USD)
Expedia
Beach Bliss Across the Street: Your 2BR Condo Awaits
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Step into a world where beachy charm and modern convenience come together! This delightful two-bedroom bayside condo, ju ...
From $262 per night (USD)
Expedia
From $205 per night (USD)
VRBO
Flip-Flops Required: Your Beachside Bliss Awaits on Longboat Key!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to Gulf Tides, where the sun shines brighter, the sand feels softer, and relaxation is always on the agenda. Nes ...
From $205 per night (USD)
VRBO
Click For Pricing
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 ...
Click For Pricing
Expedia
From $265 per night (USD)
VRBO
2BR Walk to the Beach Across the Street- Bay Views!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Longboat Key offers sandy beaches and a relaxed island lifestyle. Whether you're here for a tranquil getaway or seeking ...
From $265 per night (USD)
VRBO
$Completely Refurbished - Gorgeous Beachside Condo\/Townhome on Longboat Key Beach$
From $318 per night (USD)
Expedia
Completely Refurbished - Gorgeous Beachside Condo\/Townhome on Longboat Key Beach
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Experience the intimacy and warmth of northern Longboat Key at Club Longboat Beach and Tennis Resort. This 3-bedroom/ 2. ...
From $318 per night (USD)
Expedia
From $446 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 $446 per night (USD)
VRBO
From $280 per night (USD)
Expedia
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 $280 per night (USD)
Expedia
From $297 per night (USD)
VRBO
Partial Beach View 3 Bedroom Condo
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Beautiful partial beachview unit on the 2nd floor with lake view and Beach View. Hard to find beautifully appointed 3 be ...
From $297 per night (USD)
VRBO
From $582 per night (USD)
Expedia
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 $582 per night (USD)
Expedia
From $442 per night (USD)
VRBO
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 $442 per night (USD)
VRBO
$2 Bed \/ 2 Bath - Longboat Key, Whitney Beach, Bay to Beach - SLEEPS 6$
From $269 per night (USD)
VRBO
2 Bed \/ 2 Bath - Longboat Key, Whitney Beach, Bay to Beach - SLEEPS 6
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 $269 per night (USD)
VRBO
From $255 per night (USD)
VRBO
Home Away From Home In Whitney Beach ~ 2BR 2Bath (Sunrise & Sunset Views!)
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This newly remodeled two bedroom 2 bath waterfront condo is appointed comfortably to welcome you and your guests as you ...
From $255 per night (USD)
VRBO
From $311 per night (USD)
Expedia
Island Living on Longboat Key 3 minute walk to the beach!
Bedrooms:
3
Bathrooms:
3
Sleeps:
5
Longboat Key Island Fun in a newly updated beautiful property! Newly updated 3 story townhouse on beautiful Longboat Key ...
From $311 per night (USD)
Expedia
From $514 per night (USD)
VRBO
Beachplace Penthouse Gulf Front Paradise
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
PENTHOUSE, DOUBLE BALCONIES, breathtaking wide sweeping straight on views of the Gulf and Bay make our Beachplace condo ...
From $514 per night (USD)
VRBO
From $257 per night (USD)
VRBO
Beachfront condo on beautiful Longboat Key
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
2 bedroom, 2 bath condo located directly on the beach on beautiful Longboat Key, Florida!! The condo sleeps 4 (possibili ...
From $257 per night (USD)
VRBO
$Short walk to beach or take your boat from the canal \/ dock in your backyard!$
From $208 per night (USD)
VRBO
Short walk to beach or take your boat from the canal \/ dock in your backyard!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
This house offers the best of island living - a boat dock out back and deeded private access to the white sandy beaches ...
From $208 per night (USD)
VRBO
From $437 per night (USD)
Expedia
No hurricane damage inside! Gulf front, first floor, two bedroom. A hidden gem!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Paradise found! Gorgeous. Two bedroom, two full bathrooms. Open concept. Leather couches, luxurious bathrooms. Master ...
From $437 per night (USD)
Expedia
From $475 per night (USD)
VRBO
Cute canal front Cottage with dock & boat lift and pool ,short walk to the beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
What's better than your own private paradise? Come and enjoy this beautiful, recently remodeled, canal front 2 bedroom ...
From $475 per night (USD)
VRBO
From $1059 per night (USD)
Expedia
The Sea Grape Inn: Home on Longboat Key by RVA
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
This exquisite Sea Grape Inn is just steps from the sandy beaches of Longboat Key and features a private infinity pool w ...
From $1059 per night (USD)
Expedia
From $311 per night (USD)
VRBO
Island property on Longboat Key by the Beach! 3 minute walk to the beach!
Bedrooms:
3
Bathrooms:
2
Sleeps:
5
Longboat Key Island Fun in a newly updated beautiful property! Newly updated 3 story townhouse on beautiful Longboat Key ...
From $311 per night (USD)
VRBO
Click For Pricing
Expedia
Ground level, Bayview condo with Private beach parking
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Have your morning coffee with the dolphins and manatees in this one bedroom, one bath ,bay view unique unit. Enjoy Priva ...
Click For Pricing
Expedia
Click For Pricing
VRBO
Bayside 2BR Villa on Longboat Key
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This two-bedroom, two-bath, bayside villa offers all the essentials needed for a vacation at the beach. The kitchen is w ...
Click For Pricing
VRBO
From $176 per night (USD)
Expedia
Waterfront condo with Gulf views, pool, tennis, & deeded beach access
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Whitney Beach 149 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $176 per night (USD)
Expedia
From $377 per night (USD)
VRBO
1BR Gulfside Cottage Watch the Sunset from the Sandy Shores
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Step onto the porch and let the salty sea breeze surround you. Start your morning with coffee or unwind in the evening w ...
From $377 per night (USD)
VRBO
Click For Pricing
Expedia
Exquisite Views Gulf-Front 2 BR Condo
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This two-bedroom, two-bath gulf front retreat is designed for a relaxing and unforgettable stay, complete with all the c ...
Click For Pricing
Expedia
Click For Pricing
VRBO
2BR Cottage Bay Views Bayside
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This spacious retreat features a king bed in the main bedroom, ideal for recharging after a day of beach adventures. The ...
Click For Pricing
VRBO
Click For Pricing
Expedia
1BR Cottage Steps to the Soft Sands of Longboat Key
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Imagine starting your day with a leisurely stroll along the soft, sandy beach, followed by a relaxing break on the porch ...
Click For Pricing
Expedia
Click For Pricing
VRBO
Longboat Key Vacation Rental: Direct Beach Access!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Experience the coastal charm of Longboat Key when you book this fantastic 1-bedroom, 1-bathroom condo! Perfect for coupl ...
Click For Pricing
VRBO
Click For Pricing
Expedia
SUNSET VISTA ON LONGBOAT KEY
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Gorgeous 1,110 sq.ft., renovated condo on the 3rd floor in Beach Harbor Club. This 2 bedroom/ 2 bath condo has been comp ...
Click For Pricing
Expedia
From $447 per night (USD)
VRBO
Whitney Beach 321 2brm beachfront
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Summary: Immerse yourself in refined luxury with this impeccably designed Whitney Beach #321. This condo offers spacious ...
From $447 per night (USD)
VRBO
From $338 per night (USD)
Expedia
Whitney Beach 319 2brm beachfront
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Summary: Experience this ground floor 2 brm/2 bath Unit# 319 at the Whitney Beach III condo complex on Longboat Key. Ent ...
From $338 per night (USD)
Expedia
From $302 per night (USD)
VRBO
Whitney Beach 320 1brm beachfront condo
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: A completely renovated ground-floor 1 brm/1bath beachfront condo awaits you in Longboat Key's lifestyle of luxu ...
From $302 per night (USD)
VRBO
$Bay-view condo with boat access, 2 outdoor pools, balcony, BBQ area, W\/Ds$
From $307 per night (USD)
Expedia
Bay-view condo with boat access, 2 outdoor pools, balcony, BBQ area, W\/Ds
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Another Day In Paradise Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $307 per night (USD)
Expedia
From $312 per night (USD)
VRBO
Hy Tee: House on Longboat Key by RVA
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to Hy Tee, a charming coastal retreat nestled on Longboat Key, Florida. This beautiful vacation home promises a ...
From $312 per night (USD)
VRBO
From $634 per night (USD)
Expedia
3BR Cottage- Footsteps to the Sand
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Welcome to Little Gull Cottage, your perfect Gulf Coast getaway steps from the warm Gulf waters. This charming 3-bedroom ...
From $634 per night (USD)
Expedia
From $379 per night (USD)
VRBO
Starfish Paradise #23 Condo by RVA
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcoming Starfish Paradise to RVA's collection of vacation rentals, where a well-deserved beach vacation is guaranteed. ...
From $379 per night (USD)
VRBO
$Sutton Place with Private Beach, Pavilion with Grills\/Showers, 2 Pools$
From $226 per night (USD)
Expedia
Sutton Place with Private Beach, Pavilion with Grills\/Showers, 2 Pools
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Escape to paradise with this beautifully furnished 2-bedroom, 2-bathroom townhome on Longboat Key, Florida. With a beach ...
From $226 per night (USD)
Expedia
From $194 per night (USD)
VRBO
Perfect cottage! Million dollar views
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Adorable beach cottage with million dollar views of Sarasota Bay out front and a canal out back. Gorgeous seating in bot ...
From $194 per night (USD)
VRBO
From $467 per night (USD)
Expedia
BOOK NOW - BEAUTIFUL HOME, BEACH ACCESS!!
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
ISLAND PARADISE!!! Enjoy this spectacular home in a beautiful, very quiet, Longboat Key neighbourhood. Take a leisurely ...
From $467 per night (USD)
Expedia
From $442 per night (USD)
VRBO
Beachcomber unit 504
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The Beachcomber is a jewel on the luxurious island of Longboat Key, located directly on the white sandy beach of the Gul ...
From $442 per night (USD)
VRBO
From $351 per night (USD)
Expedia
Dolphin's Den: House on Longboat Key by RVA
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Experience this peaceful beach vibe at the Dolphin's Den in Longboat Key located in a clean, quiet private cul-de-sac. J ...
From $351 per night (USD)
Expedia
From $209 per night (USD)
VRBO
Relax in a Spacious Townhouse on Beautiful Longboat Key!
Bedrooms:
3
Bathrooms:
2
Sleeps:
4
Enjoy paradise in a spacious 2 bedroom & 2-1/2 bathroom townhome. The property backs up to conservation land which can ...
From $209 per night (USD)
VRBO
From $228 per night (USD)
Expedia
Cozy condo in Cedars East
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
Cozy Condo in Cedars East is a place for you to unwind and revive yourself. Only a 5 minute walk to the beach. Close to ...
From $228 per night (USD)
Expedia
From $270 per night (USD)
VRBO
Club Longboat #516 Condo by RVA
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
RVA invites you to experience the intimacy and warmth of northern Longboat Key at Club Longboat Beach and Tennis Resort. ...
From $270 per night (USD)
VRBO
Click For Pricing
Expedia
The HEART of Longboat Key
Bedrooms:
2
Bathrooms:
2
Sleeps:
1
Welcome to your home away from home! Sit back and relax beachside in the premier location of Longboat Key. The promenade ...
Click For Pricing
Expedia
From $746 per night (USD)
VRBO
Canal Front Home - 5 min walk to beach. RRR-00953.2023
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Completely remodeled in 2022 this canal front home is located on the beautiful Island of Longboat Key. Park your boat i ...
From $746 per night (USD)
VRBO
From $259 per night (USD)
Expedia
Longboat Key Cedars Beach House-Pet Friendly-2 Minute Walk To The Beach
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
We understand that plans can change, and we want you to book your stay with peace of mind. That’s why we offer the most ...
From $259 per night (USD)
Expedia
Click For Pricing
VRBO
Beach front
Bedrooms:
2
Bathrooms:
1
Sleeps:
2
just walk to the beach out of the building. Watch sunrises and sunsets at the balcony. Common area: gym at the clubhous ...
Click For Pricing
VRBO
From $586 per night (USD)
Expedia
Unit #318 Sand Cay Beach Resort Gulf Front
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Unwind and make memories in this sun-filled unit with stunning Gulf-front and beach views. Accommodation for up to 6 wit ...
From $586 per night (USD)
Expedia
Click For Pricing
VRBO
Bay Haven Home on Longboat Key by RVA
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Bay Haven Home by RVA in the popular community of Country Club Shores. A large master bedroom suite, two gues ...
Click For Pricing
VRBO
From $284 per night (USD)
VRBO
Charming 1 bedroom on Longboat Pass with dock
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Enjoy views of the Gulf and inter coastal while in the one bedroom ground level condo in a one-story building. Feels pri ...
From $284 per night (USD)
VRBO
From $302 per night (USD)
VRBO
Cedars East #847 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 $302 per night (USD)
VRBO
From $317 per night (USD)
Expedia
Whitney Beach #132 Condo by RVA
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Experience the intimacy and warmth of northern Longboat Key at Whitney Beach. Located on a superb pristine beach with ne ...
From $317 per night (USD)
Expedia
From $177 per night (USD)
VRBO
Tennis resort Townhome on longboat key by the Sea. Family and pet friendly
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This vacation home is a 2-bedroom, 2-bathroom town home with garden views from your private lanai and clubhouse views fr ...
From $177 per night (USD)
VRBO
From $231 per night (USD)
Expedia
Sea Twig #101 Condo by RVA
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
RVA features an intimate beachfront condominium property on the Gulf of Mexico. The quiet beach can be reached by charmi ...
From $231 per night (USD)
Expedia
From $578 per night (USD)
VRBO
Whitney Beach #309 Condo by RVA
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Experience the intimacy and warmth of northern Longboat Key at Whitney Beach. Located on the pristine Longboat Key beach ...
From $578 per night (USD)
VRBO
From $396 per night (USD)
Expedia
Lyons Lane: Home on Longboat Key by RVA
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
RVA presents this spacious vacation home that represents what Island Living is all about! Lyons Lane sits on a quiet st ...
From $396 per night (USD)
Expedia
From $355 per night (USD)
VRBO
3 brm pool home on Longboat Key by FVC
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Enchantment – Proudly Offered and Professionally Managed by FL Vacation Connection Nestled along a serene canal, this s ...
From $355 per night (USD)
VRBO
$Delightful 2\/2 Beach House LBK 5 Min walk to Beach$
From $155 per night (USD)
Expedia
Delightful 2\/2 Beach House LBK 5 Min walk to Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
OUTSTANDING LOCATION on LONGBOAT KEY, only a 5-minute walk to the gorgeous beach! This delightful beach house is 1,404 ...
From $155 per night (USD)
Expedia
From $251 per night (USD)
VRBO
Luxury Ocean Front Condo for Rent at Longboat Key
Bedrooms:
3
Bathrooms:
2
Sleeps:
8
Luxury Living meets Modern Coastal at Gulf Front Haven, a beautifully updated, modern, ocean view floorplan that sits ri ...
From $251 per night (USD)
VRBO
From $236 per night (USD)
Expedia
Beautifully remodeled condo with lots of amenities!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Seasonal Turnkey Furnished Rental at Bayport Beach and Tennis Club. Available now and for 20231 You will fall in love wi ...
From $236 per night (USD)
Expedia
From $153 per night (USD)
VRBO
Beach Cottage with a Private Hot Tub
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Welcome to this beach cottage on Longboat Key directly across the street from beautiful white sand beach with private be ...
From $153 per night (USD)
VRBO
$Waterfront ❤ Spa\/Pool ❤ Private Paradise on LBK !$
From $319 per night (USD)
Expedia
Waterfront ❤ Spa\/Pool ❤ Private Paradise on LBK !
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Looking for the ULTIMATE Beach getaway? This is it! Welcome to paradise at the Harbour Villa Club. 2 Bedrooms, 2 Baths w ...
From $319 per night (USD)
Expedia
Click For Pricing
VRBO
BEAUTIFUL GULF-VIEW CONDO
Bedrooms:
2
Bathrooms:
2
Sleeps:
2
Spectacular balcony and window views sitting on the Gulf. Private beach, swimming pool and tennis court. Spacious unit ...
Click For Pricing
VRBO
From $237 per night (USD)
Expedia
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 $237 per night (USD)
Expedia
Click For Pricing
VRBO
Gulf Front 3 bedroom Condo in Club Longboat
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This beautiful, ground floor, gulf front, condo in Club Longboat features two full bedrooms, two full baths, a den with ...
Click For Pricing
VRBO
Click For Pricing
Expedia
Spectacular Views of Beach and Bay
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
3 month minimum rental no smoking no pets. We are renting our turnkey condo fully furnished including all utilities. The ...
Click For Pricing
Expedia

Search Your Destination Now!

Longboat Key Rentals

Rental Rates ($USD weekly)

Guests

Check Rates & Availability:

Results: 925 Rentals