Search Guest Houses in Longboat Key from CA $259
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check prices for these dates
Next weekend
In two weeks
In one month
In two months
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)
"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 $160
CA $306 total
includes taxes & fees
Oct 8 - Oct 9
2. Coolest Downtown Neighborhood - Ebikes, Beach Gear, Kayaks, Pickleball
Coolest Downtown Neighborhood - Ebikes, Beach Gear, Kayaks, PickleballCentral Sarasota
9.8 out of 10, Exceptional, (137 reviews)
"Stephanie is a great host. The coach house is very clean and comfortable and all of the extras available to us made the trip so good - like beach chairs, umbrellas, e-bikes. It’s a great location with Main Street walkable and fantastic beaches by car."
Liz
The price is CA $149
CA $259 total
includes taxes & fees
Sep 28 - Sep 29
3. 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)
"Great location, right on the Phillipi Creek. Host was super friendly and welcoming. "
Scott E.
The price is CA $211
CA $506 total
includes taxes & fees
Oct 1 - Oct 2
4. 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, (140 reviews)
"Wonderful place to stay! Spacious, near Siesta Key beaches, and great pizza walking distance "
Kari H.
The price is CA $176
CA $373 total
includes taxes & fees
Oct 8 - Oct 9
5. 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, (44 reviews)
"Perfect place for a getaway"
Barbara F.
The price is CA $173
CA $449 total
includes taxes & fees
Sep 25 - Sep 26
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, (17 reviews)
"Great location for walking to beach and local restaurants. Prefect size for my family of four."
Melissa G
The price is CA $212
CA $517 total
includes taxes & fees
Sep 30 - Oct 1
7. Charming PaG Studio & Sunsets +Steps 2 Sand +Bikes
Charming PaG Studio & Sunsets +Steps 2 Sand +BikesPass-a-Grille
9.2 out of 10, Wonderful, (10 reviews)
"Perfect little space. Clean, comfortable and you just can't beat the location. Lisa was a joy to work with. "
Laura P.
The price is CA $143
CA $364 total
includes taxes & fees
Sep 27 - Sep 28
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.
Top Longboat Key Hotel Reviews
Now Open! 7-Night Deal – Oceanfront w/ Private Balcony & Stunning Views
10/10 Excellent
Find out more about Longboat Key
Longboat Key Guest Houses information
Number of reviews | 375 |
|---|---|
Accommodation | 0 Guest Houses |
Lowest Price | CA $259 |
Highest Price | CA $517 |
Explore a world of travel with Expedia
- Motels in Longboat Key
- Sarasota Hotels
- Oceanfront Hotels in Longboat Key
- Motels in Sarasota
- Rv Parks in Sarasota
- Apartments in Siesta Key
- Sea Club I Beach Resort
- Clearwater Beach Hotels
- Shorewalk Vacation Villas
- Hilton Hotels in Longboat Key
- Motels in Siesta Key
- Pet-Friendly Hotels in Longboat Key
- Beach Hotel Hotels in Sarasota
- Guest Houses in Palmetto
- Motels in Bradenton
- Condo Resorts in Sarasota
- Condo Rentals in Sarasota
- Zota Beach Resort
- Houseboats in Sarasota
- St. Pete Beach Hotels
- Condo Rentals in Anna Maria Island
- Resorts in Longboat Key
- Resorts in Sarasota
- Villas in Anna Maria Island
- Condo Rentals in Madeira Beach
- Vacation Homes in Bradenton
- Oceanfront Hotels in Siesta Key
- 5 Star Hotels in Longboat Key
- Cottages in Sarasota
- Silver Sands Gulf Beach Resort by RVA
- Beach Castle Resort by RVA
- Longboat Key Hotels
- Luxury Hotels in Longboat Key
- Cedar Cove Resort and Cottages
- Condo Rentals in Bradenton
- The Resort at Longboat Key Club
- Whitney Beach 319 2brm beachfront
- The Promenade
- Vacation Homes in Siesta Key
- Take a peek awesome reviews 50 feet from sand
- St. Petersburg - Clearwater Hotels
- Siesta Key Hotels
- Condo Rentals in Siesta Key
- B&B in Sarasota
- Veranda Beach Club
- Resorts in Holmes Beach
- Cabin Rentals in Joe Island
- Condo Rentals in Longboat Key
- Villas in Sarasota
- Tampa Hotels
- Veranda Beach Club
- Harbor Villa Club 305
- Beach Hotel Hotels in Siesta Key
- Oceanfront Hotels in Sarasota
- Casa Del Mar Longboat Key
- Houseboats in Anna Maria Island
- Vacation Homes in Anna Maria Island
- Cottages in Siesta Key
- Cottages in Samoset
- Resorts in Siesta Key
- All Inclusive Resorts and in Longboat Key
- Flights from Buffalo (BUF) to Tampa (TPA)
- Flights to Tampa
- Flights to St. Petersburg - Clearwater
- Flights from Sarasota-Bradenton Intl.
- Flights from Detroit (DTW) to Sarasota (SRQ)
- Flights from Toronto (YYZ) to St. Petersburg (PIE)
- Flights from Calgary (YYC) to Tampa (TPA)
- Flights from Ottawa (YOW) to Tampa (TPA)
- Flights from Vancouver (YVR) to Sarasota (SRQ)
- Flights from Detroit (DTW) to Tampa (TPA)
- Flights to Sarasota
- Flights to Longboat Key
- Flights from Toronto (YYZ) to Tampa (TPA)
- Flights from Montreal (YUL) to Tampa (TPA)
- Flights from Ottawa (YOW) to Sarasota (SRQ)
- Flights from Toronto (YYZ) to Sarasota (SRQ)
- Flights from Montreal (YUL) to Sarasota (SRQ)
- Flights from Buffalo (BUF) to Sarasota (SRQ)