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Longboat Key Vacation Rentals, Homes and Condos for Rent

Book Your Longboat Key Florida Vacation Rentals Here and Save! Many to choose from, including Rental Homes or Condos with Wi-Fi, Pool, Oceanview, Beachfront and other amenities to make your stay enjoyable.

We have partnered with a major provider for Vacation Rentals by Owner directly through Sarasota Vacation Homes. With hundreds of short term rentals to choose from, we now have the selection and value to offer our visitors searching for Places To Rent in Longboat Key Florida.

Cabana Beach Club #2: 2 BR / 2 BA Resort on Longboat Key by RVA, Sleeps 6

Longboat Key Condo Star 4.9 Star Review

RVA features Cabana Beach Club. With the majority of units located on the beach side of the exclusive Longboat Key island, including several overlooking the turquoise waters of the Gulf of Mexico, and a handful of others intimately nestled on the bayside, this condominium complex encompasses all the elements of a tropical paradise. The quiet ambian.......read more

2 Bedroom(s)
2 Bath(s) Sleeps 6


Vacation Home


Silver Sands #234: 1 BR / 1 BA Resort on Longboat Key by RVA, Sleeps 4

Longboat Key Condo Star 4.6 Star Review

RVA offers Silver Sands Gulf Beach Resort. Located beach front on beautiful Longboat Key, this resort offers all the amenities of a large hotel with the privacy and seclusion that has Silver Sands guests returning each year. Relax on our private beach, walk on our soft white sand, take a dip in our heated beachside pool, or enjoy a complimentary ch.......read more

1 Bedroom(s)
1 Bath(s) Sleeps 4


Vacation Home


Cedars East #810: 2 BR / 2.5 BA Townhome on Longboat Key by RVA, Sleeps 4

Longboat Key Private vacation home Star 5.0 Star Review

RVA features Cedars Tennis Resort, a luxury vacation rental on Longboat Key where world-class facilities, magnificent beaches and tropical sunsets that are picture-perfect are daily occurrences. Guests enjoy an unforgettable Florida vacation in our spacious townhomes that are perfect for families or couples. There is something to suit every mood at.......read more

2 Bedroom(s)
3 Bath(s) Sleeps 7


Vacation Home


On the beach, Sun set and Sunrise view, Gulf front condo, Monthly rental

Longboat Key Condo Star 5.0 Star Review

The view is amazing! The condo overlooks the pristine white sand beach and has a beautiful Gulf view. This second floor gulf front condo has a heated pool and a tennis court. This remodeled condo is furnished to an exceptional contemporary standard, with travertine flooring throughout, new beds, furniture and appliances (bluetooth wireless Bose box.......read more

2 Bedroom(s)
2 Bath(s) Sleeps 6


Vacation Home


client said view crazy Aug sale arrive 26- leave 31 had cancellation

Longboat Key Condo Star 4.9 Star Review

This property is a family-owned 800 square foot tower apartment on the shores of the Gulf of Mexico. There is a full kitchen, living area with a queen size sleeper sofa, and a bedroom with two queen size beds. It is part of the Zilli Collection. Each with the Zilli touch of amazing view, decor, (not typical wicker furniture, silly beach artifact.......read more

1 Bedroom(s)
1 Bath(s) Sleeps 6


Vacation Home


*** OCEAN FRONT SPECIAL *** From $99/night

Longboat Key Condo Star 4.6 Star Review

*** OCEAN FRONT SPECIAL *** From $99/night
.
Longboat Key - Ocean Front Condo
~ DIRECT BEACH FRONT CONDO ~
~
Beautifully landscaped, with sophisticated charm and a casual beach atmosphere. The pictures of the beach and Ocean are taken from the condo, so what you see is what you get.
~
We offer the lowest rates in this resort c.......read more

1 Bedroom(s)
1 Bath(s) Sleeps 3


Vacation Home


Cabana Beach Club #7: 2BR+Den / 2 BA Resort on Longboat Key by RVA, Sleeps 6

Longboat Key Condo Star 4.9 Star Review

RVA features Cabana Beach Club. With the majority of units located on the beach side of the exclusive Longboat Key island, including several overlooking the turquoise waters of the Gulf of Mexico, and a handful of others intimately nestled on the bayside, this condominium complex encompasses all the elements of a tropical paradise. The quiet ambian.......read more

2 Bedroom(s)
2 Bath(s) Sleeps 6


Vacation Home


Beach Castle #23: 1 BR / 1 BA Resort on Longboat Key by RVA, Sleeps 4

Longboat Key Condo Star 4.8 Star Review

Relax in this privately owned and completely updated “coastal themed” ground floor condo that sleeps 4 with bay views from the privacy of your screened lanai, the living room and bedroom! The one-bedroom, one-bathroom condo includes new updates throughout: HVAC system with UV filtration system, full-size kitchen with granite counters, fully eq.......read more

1 Bedroom(s)
1 Bath(s) Sleeps 4


Vacation Home


NEW! Gulf Getaway w/ Porch + Direct Beach Access!

Longboat Key Condo Star 5.0 Star Review

Pack your sunscreen when you embrace a coastal retreat at this 1-bedroom, 1-bathroom vacation rental condo located in the Silver Sands Gulf Beach Resort. Boasting a fully equipped kitchen and nestled on the ground floor, this beach escape provides all of the essential comforts paired with convenience for a relaxing stay. Tee off at the green in the.......read more

1 Bedroom(s)
1 Bath(s) Sleeps 4


Vacation Home


Amazing Beachfront 2B/2B in Longboat Key

Longboat Key Condo Star 4.8 Star Review

October and November 2021 are still available with Deep Discount Prices!

Wonderful Beachfront condo in magnificent Longboat key. You will Love the beautiful private Balcony with sensational beachfront views of turquoise Gulf waters. This unit is on the second floor with an elevator for easy access. Space is a roomy 1175 sqft with a full-.......read more

2 Bedroom(s)
2 Bath(s) Sleeps 6


Vacation Home


Inn on the Beach 1307

Longboat Key Condo Star 4.8 Star Review

PLEASE NOTE: From November 19, 2022 through April 22, there is a 7 night minimum, Saturday to Saturday Stay Only.
FL Vacation Connection looks forward to welcoming to this luxury beachfront getaway located on the southern tip of Longboat Key, tucked behind the gates of the Longboat Key Club and Resort, known for its private beaches and po.......read more

2 Bedroom(s)
2 Bath(s) Sleeps 6


Vacation Home


Sea Grape Inn #5- BEACHFRONT Property

Longboat Key Apartment Star 5.0 Star Review

*Need to stay less than the minimum required nights? Please call the office at 941-383-2105. Also, Returning Guests or those requesting a 4 week stay or longer, please call the office for a promo code discount.*
BEACHVIEW Condo- 2nd Floor, 2 BDRMS/2 BATH, Sleeps 6: 1-King Bed, 2-Twin Beds & 1-Sofa Sleeper.
Beautifully remodeled and upgraded; .......read more

2 Bedroom(s)
2 Bath(s) Sleeps 6


Vacation Home


A Beach Front Cottage: Beautiful & Private: Weekly or Monthly.

Longboat Key Cottage Star 4.6 Star Review

Beachfront cottage that is located directly on the Gulf of Mexico and the only thing that is between you and your beach front cottage, are sea oats, palm trees and sand dunes. We are a premier and private beach holiday spot. The property is secluded and private and you are assured a hassle free beach front holiday.

The cottage has a full kit.......read more

2 Bedroom(s)
1 Bath(s) Sleeps 6


Vacation Home


Canal front cottage, walking distance to sandy Gulf

Longboat Key Private vacation home Star 5.0 Star Review

Comforts of home with a fully equipped kitchen and washer/dryer. New queen and XL twin beds. Bedding and sheets supplied. Enjoy local restaurants, white sand beaches and fish the canal, bay or Gulf........read more

2 Bedroom(s)
1 Bath(s) Sleeps 6


Vacation Home


Unit #207 Sand Cay Beach Resort Pool and Garden View

Longboat Key Condo Star 4.7 Star Review

Second floor,.. It\'s very cozy with all the comforts of home. This renovated unit has an updated kitchen and baths with new ceramic tile. New furniture through out with a flat screen television. Complete beach supplies, toys and umbrellas. Unit sleeps a max of 6 people: 1 queen, 2 twins, 1 sleeper sofa.
Quaint, quiet, and the quality of a b.......read more

2 Bedroom(s)
2 Bath(s) Sleeps 6


Vacation Home


Silver Sands #241A: HOTEL / 1 BA Resort on Longboat Key by RVA, Sleeps 2

Longboat Key Apartment Star 4.5 Star Review

RVA offers Silver Sands Gulf Beach Resort. Located beach front on beautiful Longboat Key, this resort offers all the amenities of a large hotel with the privacy and seclusion that has Silver Sands guests returning each year. Relax on our private beach, walk on our soft white sand, take a dip in our heated beachside pool, or enjoy a complimentary ch.......read more

Studio
1 Bath(s) Sleeps 2


Vacation Home


Only requests for 9/12/22-11/12/22 time frame will be considered at this time!

Longboat Key Private vacation home Star 4.9 Star Review

At this time, We are unable to accept requests for next winter (Jan-April 2023) as we give right of first refusal to our current tenants. Please check back with us in June for that time frame. Our private waterfront residence is surrounded by the topical beauty of the Gulf of Mexico and Millar/Sarasota Bay. This updated Longboat Key beach/boater\.......read more

2 Bedroom(s)
2 Bath(s) Sleeps 5


Vacation Home


Silver Sands #252: 1 BR / 1 BA Resort on Longboat Key by RVA, Sleeps 4

Longboat Key Condo Star 4.6 Star Review

RVA offers Silver Sands Gulf Beach Resort. Located beach front on beautiful Longboat Key, this resort offers all the amenities of a large hotel with the privacy and seclusion that has Silver Sands guests returning each year. Relax on our private beach, walk on our soft white sand, take a dip in our heated beachside pool, or enjoy a complimentary ch.......read more

1 Bedroom(s)
1 Bath(s) Sleeps 4


Vacation Home


Beautiful, renovated Gulf Front at Sand Cay with private beach on Longboat

Longboat Key Condo Star 4.9 Star Review

Your safety is our top priority.
This unit is professionally cleaned using EPA registered product to combat Covid-19. In addition the unit is sanitized using a fogging process that kills 99.99% of bacteria and viruses following CDC & Florida guidelines.

Enjoy this beautiful, renovated Gulf-front sunny unit with vaulted ceilings, spectacul.......read more

2 Bedroom(s)
2 Bath(s) Sleeps 6


Vacation Home


Condo,private beach,kayak in bay

Longboat Key Condo

Enjoy your morning coffee while sitting on back patio watching the traffic of Sarasota Bay. Kayaks for use, private beach. Beautiful bike path that takes you to Bradenton or Sarasota. Sunsets are amazing. .......read more

1 Bedroom(s)
2 Bath(s) Sleeps 1


Vacation Home


GULF FRONT CONDO / PRIVATE PATIO / STEPS TO THE BEACH

Longboat Key Condo Star 4.8 Star Review

Welcome to our Ground floor BEACHFRONT condo unit #119 at the beautiful Sand Cay Beach Resort on Longboat Key!

Magnificent renovated (January 2022) condo with an open 1,132 sq. ft. floor plan, 2 bedrooms, 2 full bathrooms, full kitchen, a large living and dining room as well as a separate sitting room with a queen sleeper sofa. Condo sleeps .......read more

2 Bedroom(s)
2 Bath(s) Sleeps 6


Vacation Home


Million Dollar View!

Longboat Key Condo

Enjoy what I call my ‘Million Dollar View’ of the turquoise Gulf of Mexico ocean and sugar white sand. This second story condo is located in the Longbeach complex on the north end of Longboat Key and is located in one of the buildings closest to the beach. Live serenely in this pristine location knowing that the party and fun of Anna Maria Isla.......read more

2 Bedroom(s)
2 Bath(s) Sleeps 4


Vacation Home


Silver Sands #232: 1 BR / 1 BA Resort on Longboat Key by RVA, Sleeps 4

Longboat Key Condo Star 4.6 Star Review

RVA offers Silver Sands Gulf Beach Resort. Located beach front on beautiful Longboat Key, this resort offers all the amenities of a large hotel with the privacy and seclusion that has Silver Sands guests returning each year. Relax on our private beach, walk on our soft white sand, take a dip in our heated beachside pool, or enjoy a complimentary ch.......read more

1 Bedroom(s)
1 Bath(s) Sleeps 4


Vacation Home


Newly Renovated Tree House Condo Across The Street to the Beach!

Longboat Key Condo

Enjoy the outdoor heated pool or take a 1 min stroll across the street to the Gulf of Mexico where our pristine beaches await your arrival! Newly Renovated home with all new appliances, bedding and more! We look forward to having you on Longboat Key!.......read more

2 Bedroom(s)
2 Bath(s) Sleeps 6


Vacation Home


Charming LBK canal home, walk to beach, Solar heated pool, boat/kids/pet welcome

Longboat Key Private vacation home Star 4.7 Star Review

*** Contact owner for current availability and discounts! ***

A lovely pet and family friendly private home, located on a private deep water canal with direct access to Sarasota Bay and only a short 3 minutes walk (200 meters) away from the quiet white sand beach perfect for morning beach-combing and end of day amazing golden sunsets. .......read more

3 Bedroom(s)
3 Bath(s) Sleeps 6


Vacation Home


Silver Sands #235: 2 BR / 2 BA Resort on Longboat Key by RVA, Sleeps 6

Longboat Key Condo Star 4.6 Star Review

RVA offers Silver Sands Gulf Beach Resort. Located beach front on beautiful Longboat Key, this resort offers all the amenities of a large hotel with the privacy and seclusion that has Silver Sands guests returning each year. Relax on our private beach, walk on our soft white sand, take a dip in our heated beachside pool, or enjoy a complimentary ch.......read more

2 Bedroom(s)
2 Bath(s) Sleeps 6


Vacation Home


Silver Sands #241: 1 BR / 1 BA Resort on Longboat Key by RVA, Sleeps 4

Longboat Key Condo Star 4.6 Star Review

RVA offers Silver Sands Gulf Beach Resort. Located beach front on beautiful Longboat Key, this resort offers all the amenities of a large hotel with the privacy and seclusion that has Silver Sands guests returning each year. Relax on our private beach, walk on our soft white sand, take a dip in our heated beachside pool, or enjoy a complimentary ch.......read more

1 Bedroom(s)
1 Bath(s) Sleeps 4


Vacation Home


2 bedroom 2 bath beach condo Rental

Longboat Key Condo

July 6 thru 13 Week 27- UNIT 402

3 PM Saturday

Enjoy partial views of the Gulf from a two-bedroom apartment with accommodation for up to six guests. This includes a king size bed in the master bedroom, two twin beds in the guest bedroom and a queen size sleep sofa in the living room. Full Kitchen and washer and dryer in the uni.......read more

2 Bedroom(s)
2 Bath(s) Sleeps 6


Vacation Home


Updated Beachfront Studio w/ Sparkling Pool, Breezy Patio & Modern Kitchen

Longboat Key Private vacation home Star 4.5 Star Review

The Beach On Longboat Key Resort #105

Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click \'Book Now!\'

Beach bliss awaits at this updated coastal studio located in the heart of Longboat Key. Enjoy the Gulf breeze on your shaded patio, or stroll to the heated poo.......read more

Studio
1 Bath(s) Sleeps 2


Vacation Home


Awesome Winter Getaway-Four Winds Beach Resort condo on the Gulf of Mexico

Longboat Key Condo Star 4.7 Star Review

1 bedroom 1 bathroom full kitchen furnished condo at the beach. Offering 1, 2 or all 3 weeks beginning January 16 through February 6, 2021, check in and check out on each Saturday. All amenities included in room WIFI, cable TV, hot tub, heated pool, steps from the white sands of the Gulf of Mexico, tennis courts, shuffleboard, bicycles, grilling .......read more

1 Bedroom(s)
1 Bath(s) Sleeps 4


Vacation Home


On the Beach - 1 week rental Long Boat Key ( Sarasota barrier Island )

Longboat Key Condo

June 29 thru July 6 this is week 26 ONLY Week 26 & 27- UNIT 402 are both available, discount if you book both weeks

3 PM Saturday

Enjoy partial views of the Gulf from a two-bedroom apartment with accommodation for up to six guests. This includes a king size bed in the master bedroom, two twin beds in the guest bedroom and a.......read more

2 Bedroom(s)
2 Bath(s) Sleeps 6


Vacation Home


Sea Grape Inn #4- BEACHFRONT Property

Longboat Key Apartment Star 4.7 Star Review

*Need to stay less than the minimum required nights? Please call the office at 941-383-2105. Also, Returning Guests or those requesting a 4 week stay or longer, please call the office for a promo code discount.*
BEACHVIEW Condo- 1st Floor, 2 BDRMS/2 BATH, Sleeps 4: 1-King Bed, 1-Queen.
A first floor 2 bedroom 2 bath condo that offers a view o.......read more

2 Bedroom(s)
2 Bath(s) Sleeps 4


Vacation Home


Spacious third floor condo with Gulf views, screened-in porch, and shared pool!

Longboat Key Condo

Key Gulf View 302

Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click \'Book Now!\'

**This unit requires an HOA application and will perform a background check on the reservation holder**

Spread out and relax in this lavish Gulf side condo - you can see it.......read more

2 Bedroom(s)
2 Bath(s) Sleeps 4


Vacation Home


ANYDAY CHECK IN! BEAUTIFUL BAYFRONT VIEWS ON LONGBOAT KEY! Harbor Villa Club First Floor 2/2!

Longboat Key Condo

• Carefree check-in, go straight to your unit no office visit required.
• Fully Equipped Kitchen including microwave, stove, dishwasher, fridge, and coffee maker.
• Comfortable living room area
• Washer and Dryer Conveniently located in unit.
• Master bedroom with a king size bed and beautiful view of the bay!
• Spacious .......read more

2 Bedroom(s)
2 Bath(s) Sleeps 4


Vacation Home


Escape and Relax! Enjoy the Sea Air, Private Beach, St. Armands and more...

Longboat Key Condo Star 4.9 Star Review

Contact us for special bookings on this Stunning one bedroom one bath unit with just a short walk to Longboat Key Beach(Across the Street). Come enjoy beautiful Sunsets and put your toes in the sand! This unit is equipped with a full kitchen and dining area made for entertaining. Whether you are looking to enjoy a home cooked meal or order in this .......read more

1 Bedroom(s)
1 Bath(s) Sleeps 4


Vacation Home


Outrigger Resort #8: 1 BR / 1 BA Condo on Longboat Key by RVA, Sleeps 2

Longboat Key Condo Star 4.4 Star Review

RVA features a narrow footpath through the native scenery leads you to the private Gulf of Mexico beach at the Outrigger Resort. The Outrigger grounds offer coin-operated laundry facilities, BBQ areas, and direct beach access. Relax by the heated community pool, take a stroll along the romantic beaches, or enjoy a short drive to the world famous St.......read more

1 Bedroom(s)
1 Bath(s) Sleeps 2


Vacation Home


Whitney Beach #336: 2 BR / 2 BA Condo on Longboat Key by RVA, Sleeps 4

Longboat Key Condo Star 5.0 Star Review

RVA invites you to experience the intimacy and warmth of northern Longboat Key at Whitney Beach. Located on a superb pristine beach with next door shopping at Whitney Beach Plaza, this property offers this two-bedroom, two-bathroom spacious end unit villa. Imagine spending your days lounging by the community pool, enjoying a game of tennis, or sipp.......read more

2 Bedroom(s)
2 Bath(s) Sleeps 4


Vacation Home


Updated Beach Style Condo at Sand Cay with Great Ocean Views.

Longboat Key Condo Star 4.8 Star Review

Current COVID-19 situation:
The County restrictions include numerous cleaning and other requirements for your safety. Our own internal requirements meet or exceed what is required by the County/CDC. Please also note that our condo has its own separate entrance, there are no enclosed corridors or hallways to get to the unit, it is accessible by o.......read more

2 Bedroom(s)
2 Bath(s) Sleeps 6


Vacation Home


Gulf Beach Resort - A

Longboat Key Private vacation home

RVA offers Silver Sands Gulf Beach Resort. Located beach front on beautiful Longboat Key, this resort offers all the amenities of a large hotel with the privacy and seclusion that has Silver Sands guests returning each year. Relax on our private beach, walk on our soft white sand, take a dip in our heated beachside pool, or enjoy a complimentary ch.......read more

1 Bedroom(s)
1 Bath(s) Sleeps 3


Vacation Home


Silver Sands #239: 2 BR / 1 BA Resort on Longboat Key by RVA, Sleeps 6

Longboat Key Condo Star 4.8 Star Review

RVA offers Silver Sands Gulf Beach Resort. Located beach front on beautiful Longboat Key, this resort offers all the amenities of a large hotel with the privacy and seclusion that has Silver Sands guests returning each year. Relax on our private beach, walk on our soft white sand, take a dip in our heated beachside pool, or enjoy a complimentary ch.......read more

2 Bedroom(s)
1 Bath(s) Sleeps 6


Vacation Home


Longboat Key Waterfront Getaway

Longboat Key Private vacation home Star 5.0 Star Review

Single story living at its best. This newly renovated 2 bed /2 bath home features upscale finishes and materials on a deep water canal with 50 \'dock, kayak ramp, gas fire pit and heated splash pool.
This inviting, one-story home features a modern open floor plan that integrates harmoniously with the outdoors. A beautiful 420 Square foot glass .......read more

2 Bedroom(s)
2 Bath(s) Sleeps 4


Vacation Home


1st Floor Home Away from Home - Steps to Beach - Pool

Longboat Key Condo Star 5.0 Star Review

A very warm welcome to your beautiful, home away from home on this Island Paradise!

This gorgeous location is truly one of the most relaxing places on the planet, and we know that you are just going to love it!

With views of the gorgeous Gulf of Mexico from the living areas, Master Bedroom and Lanai of our fabulous first floor apartm.......read more

2 Bedroom(s)
2 Bath(s) Sleeps 6


Vacation Home


Stunning sunset views; Beachfront condo on central Longboat Key

Longboat Key Condo Star 5.0 Star Review

Private Condo located on second floor at Tiffany Plaza on Longboat Key. Second floor accessible only by security code elevator or stairs requiring key. Our condo has two bedrooms, both with a king bed, and two full bathrooms. Private balcony overlooking Gulf of Mexico, can be accessed through living room or master bedroom.

Condo Association.......read more

2 Bedroom(s)
2 Bath(s) Sleeps 6


Vacation Home


Luxurious Beachfront Villa with Private Pool

Longboat Key Condo Star 4.9 Star Review

This three-bedroom, three-bathroom unit is 2,200 square feet and steps from the Gulf of Mexico. Guests will enjoy a secluded beach, heated community pool, private balconies, community hot tub and secure access. The unit is recently renovated and located across the street from a public park, a convenience store, two restaurants and a bicycle shop. .......read more

3 Bedroom(s)
3 Bath(s) Sleeps 8


Vacation Home


ON the Beach, Covert II Condominium

Longboat Key Condo Star 4.6 Star Review

On the Beach - Full view of the Gulf of Mexico. Fully furnished and equipped. Includes Long Distance phone service within the US, 2 TV\'s with cable service, Wi-Fi high speed internet, Screened Gulf front Lanai with table and chairs for a great dining view. second floor unit near the elevator. Coin operated washer / dryer available on each floo.......read more

1 Bedroom(s)
1 Bath(s) Sleeps 4


Vacation Home


Gorgeosly renovated, modern condo on the beach in a Tennis Comunity

Longboat Key Apartment

SEASONAL/VACATION RENTAL! New Remodel completed August 2022! AVAILABLE September through spring 2023 Season. Take your next vacation in paradise and be the first to stay in this gorgeously renovated, modern condo! Club Longboat Luxury Condo community is a beach and tennis club with all facilities most would expect and more with a front view of the .......read more

2 Bedroom(s)
2 Bath(s) Sleeps 6


Vacation Home


Standalone Unit at Little Gull Resort. Amazing Sarasota Bay View! Walk to Beach.

Longboat Key Condo Star 4.0 Star Review

In the middle of April, the Florida weather is warm, the ocean is cool and blue, and the beach is all yours. We are pleased to offer our beautiful 4-bedroom, second-story timeshare for week 16 of 2018 (April 21st to the 28th). Unit #16 at Little Gull Cottages has spectacular, unencumbered views of the Sarasota Bay and is only a five minute walk t.......read more

4 Bedroom(s)
2 Bath(s) Sleeps 8


Vacation Home


Your Vacation Oasis Awaits on Beautiful Longboat Key!

Longboat Key Private vacation home Star 4.8 Star Review

3 Bed, 3 Bath recently renovated Beach house with large sun deck and heated pool surrounded by beautiful landscaping that will make you feel like you are at your own private resort! Upper level features an open floor plan with updated kitchen, master bedroom with renovated master bath, as well as second bedroom and bath. Lower level features a un.......read more

3 Bedroom(s)
3 Bath(s) Sleeps 6


Vacation Home


Cedars East Unit #521 2BR/2.5BA Condo Longboat Key- updated- 1440 sqft

Longboat Key Condo Star 4.8 Star Review

Cedars Tennis Resort, is a luxury vacation rental on Longboat Key, close to Sarasota and world renowned St Armand\'s Circle. This spacious 1440 sq ft townhouse includes a 1 car garage on the ground floor, kitchen, half bath and spacious living room/dining room on the first floor that includes a sleeper sofa, two bedrooms, the master bedroom has a k.......read more

2 Bedroom(s)
3 Bath(s) Sleeps 6


Vacation Home


Stunning Beach Front Condo on the most private and select beach in Longboat Key.

Longboat Key Condo

Are you looking for a quiet and select non touristy location right on what happens to be one of the most spectacular and unpopulated secluded beaches in Longboat Key? This is why we brought this beautiful bright and spacious condo with balcony for its staggering views and sunsets plus totally renovated to a gourmet kitchen and bathroom with waterfa.......read more

1 Bedroom(s)
1 Bath(s) Sleeps 2


Vacation Home


Inn on the Beach 2207

Longboat Key Condo Star 4.7 Star Review

Offered by FL Vacation Connection, this perfect island getaway is located on the southern tip of Longboat Key with a beautiful beach and pool area.

Our guests have access to the beautiful private beach, pool and hot tub area only. Resort amenities (golf, dining, tennis, room & maid service or fitness) are private and not includ.......read more

2 Bedroom(s)
2 Bath(s) Sleeps 4


Vacation Home


Silver Sands #233: 1 BR / 1 BA Resort on Longboat Key by RVA, Sleeps 4

Longboat Key Condo Star 4.7 Star Review

RVA offers Silver Sands Gulf Beach Resort. Located beach front on beautiful Longboat Key, this resort offers all the amenities of a large hotel with the privacy and seclusion that has Silver Sands guests returning each year. Relax on our private beach, walk on our soft white sand, take a dip in our heated beachside pool, or enjoy a complimentary ch.......read more

1 Bedroom(s)
1 Bath(s) Sleeps 4


Vacation Home


Silver Sands #245: 1 BR / 1 BA Resort on Longboat Key, Sleeps 4

Longboat Key Condo Star 4.4 Star Review

RVA offers Silver Sands Gulf Beach Resort. Located beach front on beautiful Longboat Key, this resort offers all the amenities of a large hotel with the privacy and seclusion that has Silver Sands guests returning each year. Relax on our private beach, walk on our soft white sand, take a dip in our heated beachside pool, or enjoy a complimentary ch.......read more

1 Bedroom(s)
1 Bath(s) Sleeps 4


Vacation Home


REMODELED!!! Enjoy a Taste of Paradise from an Oceanfront Condo on White Sands!

Longboat Key Condo Star 5.0 Star Review

This Beachplace condo, situated on the sands of Longboat Key, Florida, offers a breathtaking, panoramic view of the Gulf of Mexico’s aquamarine waters! The 2-bed/2-bath direct oceanfront and RECENTLY UPDATED corner unit has new hurricane-impact glass doors and windows, new floorings throughout, completely renovated bathrooms, new custom closets, .......read more

2 Bedroom(s)
2 Bath(s) Sleeps 4


Vacation Home


Beautiful Longboat Key RESORT 2 bed/2 bath, Sleeps 6,Granite/Stainless Kitchen

Longboat Key Hotel resort

Longboat Bay Club provides vacation accommodations that include recreation and pampered relaxation. Take advantage of the peace and privacy of a smaller property with the amenities of a larger resort. You will have plenty of room for relaxing in our 1600+ sq. ft. condominiums, each with a washer/dryer inside for your convenience. Our units also boa.......read more

2 Bedroom(s)
2 Bath(s) Sleeps 6


Vacation Home


Sea Duced: Beachfront townhouse with a private heated pool located on Longboat K

Longboat Key Private vacation home

Welcome to Sea Duced! Rarely available beachfront 3 bedroom, 3 bath townhouse with a private indoor pool located on the stunning, Longboat Key.

Designed by Sarasota School of Architecture co-founder Tim Seibert to capture breathtaking views of the white sandy beach and the triumphant blue waters of the Gulf of Mexico.

The nearly 3,0.......read more

3 Bedroom(s)
3 Bath(s) Sleeps 6


Vacation Home


Key Lime Cottage: Stunning condo with a Bay View from the front door!

Longboat Key Condo

Welcome to Key Lime Cottage! This gorgeous 1-bedroom, 1-bathroom condo offers the perfect location. Located between the bay and the beach you are bound to have endless adventures.

The community of Beach Club Harbor offers resort-style living at its finest. There is a large community pool, a clubhouse with a bar, and a fitness center to get .......read more

1 Bedroom(s)
1 Bath(s) Sleeps 4


Vacation Home


A couple’s retreat. Condo Nestled in quiet area. Walk to beach & shops.

Longboat Key Villa Star 5.0 Star Review

NEW LISTING!

Perfect place for a beach getaway! Newly remodeled charming 2 bed/ 1 bath condo located 5 min walk from beach, shops, restaurant, mini market, bike rental shop and more. Nestled in a quiet are, perfect to relax or work remotely. We offer Super Fast 600MBPS internet!

Centrally located in Longboat key, condo features a ful.......read more

2 Bedroom(s)
1 Bath(s)


Vacation Home


Luxury Condo located on Beachfront Property

Longboat Key Condo

We just purchased this condo and it will be ready for Rental in December 2022 . The condo is situated in one of the most beautiful Beachfront Properties in Longboat Key. The lush landscape along with the ammenities that Beachplace has to offer makes you feel like you are staying in paradise........read more

2 Bedroom(s)
2 Bath(s) Sleeps 6


Vacation Home


Cedars East #519: 2 BR / 2.5 BA Townhome on Longboat Key by RVA, Sleeps 6

Longboat Key Private vacation home Star 5.0 Star Review

RVA features Cedars Tennis Resort, a luxury vacation rental on Longboat Key where world-class facilities, magnificent beaches and tropical sunsets that are picture-perfect are daily occurrences. Guests enjoy an unforgettable Florida vacation in our spacious town homes that are perfect for families or couples. There is something to suit every mood a.......read more

2 Bedroom(s)
3 Bath(s) Sleeps 6


Vacation Home


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