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Check prices for these dates

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5 Sep - 7 Sep
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26 Sep - 28 Sep
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24 Oct - 26 Oct

Guest Houses in Southwest Florida

Our top choices for Southwest Florida guest houses

Summerwind Studios
Grand Studio (Our Largest Unit) | Private kitchen | Dining tables

Summerwind Studios

2.0 star property
8.0 out of 10, Very Good, (10)
"Very clean and roomy. Quiet neighborhood. Loves the shower; so relaxing. Only complaint is that we could have used some drinking glasses. I would stay here again. "
The price is SAR 398
SAR 565 total
includes taxes & fees
28 Aug - 29 Aug
Summerwind Studios
White Orchid Apartments
Deluxe Studio Suite | Terrace/patio

White Orchid Apartments

2.0 star property
8.2 out of 10, Very Good, (49)
"Place was nice and private. "
The price is SAR 384
SAR 549 total
includes taxes & fees
9 Sep - 10 Sep
White Orchid Apartments
With Oasis Shared Backyard
Outdoor spa tub

With Oasis Shared Backyard

8.4 out of 10, Very Good, (35)
"Just stayed onenight. Will stay again"
With Oasis Shared Backyard
Close to Siesta Key beach with a hot tub and a large garden
Beach nearby, sun loungers, beach towels

Close to Siesta Key beach with a hot tub and a large garden

9.8 out of 10, Exceptional, (107)
"We really enjoyed staying at this property- well appointed and convenient to everything!"
The price is SAR 424
SAR 840 total
includes taxes & fees
28 Aug - 29 Aug
Close to Siesta Key beach with a hot tub and a large garden
Cozy serene affordable loft in a quiet neighborhood 15-20 minutes to the beach!
Smart TV, books

Cozy serene affordable loft in a quiet neighborhood 15-20 minutes to the beach!

10.0 out of 10, Exceptional, (17)
"that is really a superb place, book it!"
The price is SAR 203
SAR 612 total
includes taxes & fees
31 Aug - 1 Sep
Cozy serene affordable loft in a quiet neighborhood 15-20 minutes to the beach!
🌼 Yellow flower (🦜Pet friendly)
Terrace/patio

🌼 Yellow flower (🦜Pet friendly)

9.0 out of 10, Wonderful, (21)
"Was just what we needed, came with our 2 dogs, great little outside area for them, everything we needed for our short stay. "
🌼 Yellow flower (🦜Pet friendly)
Walk to The Beach, shops and restaurants, The sweetest place is “The Sweet”
Beach nearby, sun loungers, beach towels

Walk to The Beach, shops and restaurants, The sweetest place is “The Sweet”

10.0 out of 10, Exceptional, (52)
"This was my third stay at The Sweet. I love the location - in a quiet neighborhood a quick 20 minute walk to Indian Rocks Beach. Spotless and very well appointed. Looking forward to my next stay!"
Walk to The Beach, shops and restaurants, The sweetest place is “The Sweet”
Heated Pool, King Bed, Bunk Bed, Huge TV, Marina, Tiki Bar & Grill
Outdoor dining

Heated Pool, King Bed, Bunk Bed, Huge TV, Marina, Tiki Bar & Grill

7.4 out of 10, Good, (3)
"Everything from booking to checkin and check out was easy. On site restaurant was convenient and tasty. My only complaint was the bed had no box springs underneath it so it was very low from what I’m used to and lacked support for my feet at the end of the bed."
The price is SAR 354
SAR 751 total
includes taxes & fees
29 Aug - 30 Aug
Heated Pool, King Bed, Bunk Bed, Huge TV, Marina, Tiki Bar & Grill
All-New, Ground-Floor, Huge Pool, Tiki Bar & Grill
Outdoor dining

All-New, Ground-Floor, Huge Pool, Tiki Bar & Grill

7.6 out of 10, Good, (5)
"We enjoyed our stay"
The price is SAR 354
SAR 680 total
includes taxes & fees
28 Aug - 29 Aug
All-New, Ground-Floor, Huge Pool, Tiki Bar & Grill
Siesta key Guest House 5 star on the water Private
Beach nearby

Siesta key Guest House 5 star on the water Private

9.0 out of 10, Wonderful, (18)
"House was really comfortable, everything worked fine and was cozy. About 15 mins away from Siesta Key Beach..Would def come back. Highly recommend."
The price is SAR 563
SAR 1,349 total
includes taxes & fees
4 Sep - 5 Sep
Siesta key Guest House 5 star on the water Private
All-New, Private, 70" TV, Heated Pool, Tiki Bar & Grill
Dining

All-New, Private, 70" TV, Heated Pool, Tiki Bar & Grill

7.2 out of 10, Good, (5)
"Great location, close to the airport"
The price is SAR 354
SAR 680 total
includes taxes & fees
28 Aug - 29 Aug
All-New, Private, 70" TV, Heated Pool, Tiki Bar & Grill
Quick and Easy Walk Downtown - Tons of Amenities
Beach

Quick and Easy Walk Downtown - Tons of Amenities

9.8 out of 10, Exceptional, (115)
"Great little place to stay! "
The price is SAR 390
SAR 681 total
includes taxes & fees
10 Sep - 11 Sep
Quick and Easy Walk Downtown - Tons of Amenities
All-New, First Floor, Huge Pool, 70" TV, Tiki Bar!
Outdoor dining

All-New, First Floor, Huge Pool, 70" TV, Tiki Bar!

8.8 out of 10, Excellent, (30)
"Awesome room and great location "
The price is SAR 354
SAR 718 total
includes taxes & fees
28 Aug - 29 Aug
All-New, First Floor, Huge Pool, 70" TV, Tiki Bar!
Magical Guesthouse 1 mi from SRQ airport
Beach

Magical Guesthouse 1 mi from SRQ airport

10.0 out of 10, Exceptional, (3)
"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."
The price is SAR 469
SAR 923 total
includes taxes & fees
3 Sep - 4 Sep
Magical Guesthouse 1 mi from SRQ airport
Stylish Retreat| Walk 2Dtwn+beach |Bikes+Patio
Beach

Stylish Retreat| Walk 2Dtwn+beach |Bikes+Patio

10.0 out of 10, Exceptional, (11)
"Tiny, but great great location."
The price is SAR 333
SAR 714 total
includes taxes & fees
28 Aug - 29 Aug
Stylish Retreat| Walk 2Dtwn+beach |Bikes+Patio
Charming Cottage in Pass-A-Grille Beach, Pets Ok
Beach nearby

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

9.6 out of 10, Exceptional, (27)
"Excellent property and location "
Charming Cottage in Pass-A-Grille Beach, Pets Ok
Charming PaG Studio & Sunsets +Steps 2 Sand +Bikes
On the beach

Charming PaG Studio & Sunsets +Steps 2 Sand +Bikes

Charming PaG Studio & Sunsets +Steps 2 Sand +Bikes
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 Southwest Florida Hotel Reviews

Hilton Naples

Hilton Naples

10/10 Excellent
"5 stars"
Josh 2-night trip
Posted 2 days ago
Hilton Naples

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