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Our top choices for Longboat Key guest houses




1. ALL BRAND-NEW Waterfront room-Heated Pool, Tiki Bar, Gym
ALL BRAND-NEW Waterfront room-Heated Pool, Tiki Bar, GymWhitfield Estates
7.4 out of 10, Good, (6 reviews)
7.4/10
Good
(6 reviews)
"Looking for a couple nights close to Anna Maria Island without being ON the island. Turns out we were here once before and didnt realize it was the same place. Love the "Back Yard" surprises"
"Looking for a couple nights close to Anna Maria Island without being ON the island. Turns out we were here once before and didnt realize it was the same place. Love the "Back Yard" surprises"Susan B.
The price is CA $154
CA $154
CA $285 total
includes taxes & fees
Nov 9 - Nov 10




2. Coolest Downtown Neighborhood - Ebikes
Coolest Downtown Neighborhood - EbikesCentral Sarasota
9.8 out of 10, Exceptional, (140 reviews)
9.8/10
Exceptional
(140 reviews)
"Cute place in a great location! Accurate listing, clean, and easy place to relax."
"Cute place in a great location! Accurate listing, clean, and easy place to relax."Kathleen R.
The price is CA $171
CA $171
CA $272 total
includes taxes & fees
Nov 10 - Nov 11




3. Close to Siesta Key beach with a hot tub and a large garden
Close to Siesta Key beach with a hot tub and a large gardenSarasota
9.8 out of 10, Exceptional, (143 reviews)
9.8/10
Exceptional
(143 reviews)
"The hosts and the property were a joy to be involved with. We really enjoyed our stay."
"The hosts and the property were a joy to be involved with. We really enjoyed our stay."Dennis B.
The price is CA $159
CA $159
CA $346 total
includes taxes & fees
Nov 10 - Nov 11




4. Charming Cottage in Pass-A-Grille Beach, Dogs Ok
Charming Cottage in Pass-A-Grille Beach, Dogs OkPass-a-Grille
9.6 out of 10, Exceptional, (46 reviews)
9.6/10
Exceptional
(46 reviews)
"I’ve stayed here twice and I just love it!"
"I’ve stayed here twice and I just love it!"Julie R.
The price is CA $192
CA $192
CA $457 total
includes taxes & fees
Dec 2 - Dec 3




5. Siesta key Guest House 5 star on the water Private
Siesta key Guest House 5 star on the water PrivateSouth Sarasota
8.8 out of 10, Excellent, (21 reviews)
8.8/10
Excellent
(21 reviews)
"Great location, right on the Phillipi Creek. Host was super friendly and welcoming. "
"Great location, right on the Phillipi Creek. Host was super friendly and welcoming. "Scott E.
The price is CA $141
CA $141
CA $381 total
includes taxes & fees
Nov 9 - Nov 10




6. A Hidden Gem Steps to Pass-a-Grille Beach-Dog Ok!
A Hidden Gem Steps to Pass-a-Grille Beach-Dog Ok!Pass-a-Grille
9.6 out of 10, Exceptional, (18 reviews)
9.6/10
Exceptional
(18 reviews)
"Great location for walking to beach and local restaurants. Prefect size for my family of four."
"Great location for walking to beach and local restaurants. Prefect size for my family of four."Melissa G
The price is CA $159
CA $159
CA $460 total
includes taxes & fees
Nov 11 - Nov 12
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Learn more about Longboat Key
Pristine white-sand beaches stretch for miles where dolphins play just offshore during sunset walks. Kayak through mangrove tunnels in the morning, then enjoy fresh grouper at waterfront restaurants where no one minds your flip-flops.

Top reviews in Longboat Key




Zota Beach Resort
Zota Beach ResortLongboat Key
10/10 Excellent
Zota resort exceeded our expectations with excellent service, spacious room, luxurious bedding and toiletries, direct access to a great beach.
Zota resort exceeded our expectations with excellent service, spacious room, luxurious bedding and toiletries, direct access to a great beach.
Victor




The Resort at Longboat Key Club
The Resort at Longboat Key ClubLongboat Key
10/10 Excellent
LBK was absolutely amazing! We loved it so much and can’t wait to go back.
The staff was very friendly, rooms were spacious and comfortable, grounds/ beach were beautiful. Very kid friendly which was great for our 2 year old.
If your looking to stay in the area, this is the best spot hands down. It is pricey but you get what you pay for.
LBK was absolutely amazing! We loved it so much and can’t wait to go back.
The staff was very friendly, rooms were spacious and comfortable, grounds/ beach were beautiful. Very kid friendly which was great for our 2 year old.
If your looking to stay in the area, this is the best spot hands down. It is pricey but you get what you pay for.
Kristen




Carlisle Inn
Carlisle InnPinecraft
10/10 Excellent
Hôtel est d'une propreté exceptionnelle, tout est propre lobby, ascenseur,passage, les chambres ainsi que la terrasse et piscine extérieur. Un des Hôtel les plus propre que j'ai fréquenté !
Les deux seuls petits points négatifs pour moi, le déjeuner est " basics " comme a bien des endroits d'ailleurs mais par contre la salle a manger est super propre et j'ai trouvé le matelas un peu mou a mon goûts mais certain vont adoré. À recommandé sans hésiter !
Hôtel est d'une propreté exceptionnelle, tout est propre lobby, ascenseur,passage, les chambres ainsi que la terrasse et piscine extérieur. Un des Hôtel les plus propre que j'ai fréquenté !
Les deux seuls petits points négatifs pour moi, le déjeuner est " basics " comme a bien des endroits d'ailleurs mais par contre la salle a manger est super propre et j'ai trouvé le matelas un peu mou a mon goûts mais certain vont adoré. À recommandé sans hésiter !
Gilbert




Homewood Suites by Hilton Sarasota Lakewood Ranch
Homewood Suites by Hilton Sarasota Lakewood RanchSarasota
10/10 Excellent
Excellent happy hours five days week and great selection for breakfast
Excellent happy hours five days week and great selection for breakfast
Ty




Inn on the Beach - 18+ only
Inn on the Beach - 18+ onlyPass-a-Grille
10/10 Excellent
Hotel was perfectly located. Great, newly renovated. Staff were very polite and friendly. Will come back.
Hotel was perfectly located. Great, newly renovated. Staff were very polite and friendly. Will come back.
Mike




Staybridge Suites Sarasota - Bradenton Airport by IHG
Staybridge Suites Sarasota - Bradenton Airport by IHGSarasota
10/10 Excellent
Beautiful hotel, clean room, great customer service, yummy breakfast.
Beautiful hotel, clean room, great customer service, yummy breakfast.
Samira




Inn at the Beach
Inn at the BeachVenice Island
10/10 Excellent
Can't beat the location, just steps away from the beach! Beautiful walk down Canopy Road trail system to downtown Venice. Delicious coffee available all day. Nice pool to cool off in and read during the hot time of the day. Very relaxing vacation.
Can't beat the location, just steps away from the beach! Beautiful walk down Canopy Road trail system to downtown Venice. Delicious coffee available all day. Nice pool to cool off in and read during the hot time of the day. Very relaxing vacation.
Cheryl




Home2 Suites by Hilton Lakewood Ranch
Home2 Suites by Hilton Lakewood RanchBradenton
10/10 Excellent
Very clean and friendly staff.
Very clean and friendly staff.
Yen




Twin Palms at Siesta
Twin Palms at SiestaSiesta Key
10/10 Excellent
Loved our stay at Twin Palm's. Everything was exactly as promised, easy keyless entry, very comfortable bed. Beautiful area, perfect for walking and very close to restaurants and shopping. There is also a free shuttle to the main Siesta Key village and beach. Highly recommend and wouldn't stay anywhere else when visiting Siesta Key.
Loved our stay at Twin Palm's. Everything was exactly as promised, easy keyless entry, very comfortable bed. Beautiful area, perfect for walking and very close to restaurants and shopping. There is also a free shuttle to the main Siesta Key village and beach. Highly recommend and wouldn't stay anywhere else when visiting Siesta Key.
Jo




Cedar Cove Resort and Cottages
Cedar Cove Resort and CottagesHolmes Beach
10/10 Excellent
Excellent location. Helpful friendly staff. Beach was fantastic. Will return!
Excellent location. Helpful friendly staff. Beach was fantastic. Will return!
Kimberly Dianne




Art Ovation Hotel, Autograph Collection
Art Ovation Hotel, Autograph CollectionCentral Sarasota
10/10 Excellent
Nicely located, beautiful property
Nicely located, beautiful property
Yassir




Escape Coastal Resort on Casey Key
Escape Coastal Resort on Casey KeyCasey Key
8/10 Good
Easy check in and check out, beautiful pool area. Green emergency light in room was too bright when sleeping.
Easy check in and check out, beautiful pool area. Green emergency light in room was too bright when sleeping.
Rachel




Coconut Inn
Coconut InnPass-a-Grille
10/10 Excellent
Hosts were fantastic and helpful.... My wife and I had a beautiful weekend!! I was totally amazed at the quiet and peaceful spot. Definitely want to come back for a longer stay.
Hosts were fantastic and helpful.... My wife and I had a beautiful weekend!! I was totally amazed at the quiet and peaceful spot. Definitely want to come back for a longer stay.
Trent




Coral Pointe Sarasota, an Ascend Collection Hotel
Coral Pointe Sarasota, an Ascend Collection HotelFruitville
10/10 Excellent
We enjoyed the place. Not too far from Siesta Key beach. I love their unlimited coffee station and the breakfast! We will be back soon!
We enjoyed the place. Not too far from Siesta Key beach. I love their unlimited coffee station and the breakfast! We will be back soon!
Milagrosa




Tropical Beach Resorts
Tropical Beach ResortsSouth Village
10/10 Excellent
only complaint was the stay was too short!
nice property, very well kept, close to the beach and everything you need is waking distance.
only complaint was the stay was too short!
nice property, very well kept, close to the beach and everything you need is waking distance.
Anonymous traveller
