Search Guest Houses in Longboat Key

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  • Upfront pricing

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Check prices for these dates

Next weekend
Jun 12 - Jun 14
In two weeks
Jun 19 - Jun 21
In one month
Jul 3 - Jul 5
In two months
Jul 31 - Aug 2

Our top choices for Longboat Key guest houses

Terrace/patio

Siesta key Guest House 5 star on the water Private

Siesta key Guest House 5 star on the water Private
South Sarasota
8.6 out of 10, Excellent, (20 reviews)
"Great location, right on the Phillipi Creek. Host was super friendly and welcoming. "
United States
Scott E.
$338 nightly
The price is $355
Jun 4 - Jun 5
Total with taxes and fees
Siesta key Guest House 5 star on the water Private
Beach nearby, sun loungers, beach towels

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 garden
Sarasota
9.8 out of 10, Exceptional, (128 reviews)
"We loved our stay here!! The place was clean and comfortable. Definitely coming back! "
United States
Cresta Blanca
$219 nightly
The price is $244
Jun 9 - Jun 10
Total with taxes and fees
Close to Siesta Key beach with a hot tub and a large garden
Beach nearby

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
9.4 out of 10, Exceptional, (15 reviews)
"Beautiful apartment. Very clean and well appointed. Easy check in. Perfect location. Host very accommodating. "
United States
Colleen F.
$409 nightly
The price is $456
Jun 10 - Jun 11
Total with taxes and fees
A Hidden Gem Steps to Pass-a-Grille Beach-Dog Ok!
Beach

Coolest Downtown Neighborhood - Ebikes, Beach Gear, Kayaks, Pickleball

Coolest Downtown Neighborhood - Ebikes, Beach Gear, Kayaks, Pickleball
Central Sarasota
9.8 out of 10, Exceptional, (133 reviews)
"Great location, very comfortable and loved the extras. "
United States
Robert B.
$167 nightly
The price is $186
Jun 22 - Jun 23
Total with taxes and fees
Coolest Downtown Neighborhood - Ebikes, Beach Gear, Kayaks, Pickleball
On the beach

Charming PaG Studio & Sunsets +Steps 2 Sand +Bikes

Charming PaG Studio & Sunsets +Steps 2 Sand +Bikes
Pass-a-Grille
9.0 out of 10, Wonderful, (7 reviews)
"Perfect little space. Clean, comfortable and you just can't beat the location. Lisa was a joy to work with. "
United States
Laura P.
$306 nightly
The price is $342
Jun 7 - Jun 8
Total with taxes and fees
Charming PaG Studio & Sunsets +Steps 2 Sand +Bikes
Beach nearby

Charming Cottage in Pass-A-Grille Beach, Dogs Ok

Charming Cottage in Pass-A-Grille Beach, Dogs Ok
Pass-a-Grille
9.6 out of 10, Exceptional, (36 reviews)
"Great place for the two of us. Would stay there again. "
United States
Tommy M.
$341 nightly
The price is $381
Jun 30 - Jul 1
Total with taxes and fees
Charming Cottage in Pass-A-Grille Beach, Dogs Ok
Marina

ALL BRAND-NEW Waterfront room-Heated Pool, Tiki Bar, Gym

ALL BRAND-NEW Waterfront room-Heated Pool, Tiki Bar, Gym
Whitfield Estates
7.4 out of 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"
United States
Susan B.
$178 nightly
The price is $208
Jun 4 - Jun 5
Total with taxes and fees
ALL BRAND-NEW Waterfront room-Heated Pool, Tiki Bar, Gym
Beach

Magical Guesthouse 1 mi from SRQ airport

Magical Guesthouse 1 mi from SRQ airport
Whitfield Estates
10.0 out of 10, Exceptional, (3 reviews)
"This house was absolutely charming! I caught myself In complete awe of every detail - from the fun decor, to the thoughtful inclusion of all kitchen supplies to make a full meal, to the soft shower towels and the incredibly comfortable bed, bedding and pillows! Fantastic stay."
United States
Alyssa D.
$273 nightly
The price is $273
Jun 29 - Jun 30
Total with taxes and fees
Magical Guesthouse 1 mi from SRQ airport
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.
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Top Longboat Key Hotel Reviews

Sea Club I Beach Resort

Sea Club I Beach Resort

10/10 Excellent
"A big thank you to Lisa and her team. What started out a little rocky, a room that wasn't up to their standards, finished super well. I spoke to Lisa, the property manager, and she moved us to a fantastic room. We will go back and recommend this place to our friends and family."
Steven 3-night trip
Posted 7 hours ago
Sea Club I Beach Resort

Find out more about Longboat Key

Longboat Key Guest Houses information

Number of reviews
348
Accommodation
0 Guest Houses
Lowest Price
$186
Highest Price
$456

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