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Check prices for these dates

In two weeks
5 Sept - 7 Sept
In two months
17 Oct - 19 Oct
In three months
14 Nov - 16 Nov
In four months
12 Dec - 14 Dec

Browse Select Southwest Florida Villas

Our top choices for Southwest Florida villas

Charming 4-bedroom plus den villa with pool and spa near the beach and downtown.
Outdoor pool, a heated pool

Charming 4-bedroom plus den villa with pool and spa near the beach and downtown.

10.0 out of 10, Exceptional, (5)
"Family place"
The price is £356
includes taxes & fees
24 Aug - 25 Aug
Charming 4-bedroom plus den villa with pool and spa near the beach and downtown.
Relax with privacy! Villa in Bonita Springs! Modern, huge pool!
Outdoor pool, a heated pool

Relax with privacy! Villa in Bonita Springs! Modern, huge pool!

10.0 out of 10, Exceptional, (112)
"The house is great - lots of room and so pretty. "
The price is £418
includes taxes & fees
25 Aug - 26 Aug
Relax with privacy! Villa in Bonita Springs! Modern, huge pool!
Stunning Luxury villa "Sandpiper" across the street from the beach!
Interior

Stunning Luxury villa "Sandpiper" across the street from the beach!

9.2 out of 10, Wonderful, (40)
"I love that this place is walking distance from the beach. Although we didn't make it in the area sooner I received a text that it was available to check in hours before time! Only complaint is there were knats in the kitchen.. lots. "
The price is £364
includes taxes & fees
24 Aug - 25 Aug
Stunning Luxury villa "Sandpiper" across the street from the beach!
Stunning New Waterfront Luxury Villa with oversized Heated pool and Hot tub!
Outdoor pool, a heated pool

Stunning New Waterfront Luxury Villa with oversized Heated pool and Hot tub!

10.0 out of 10, Exceptional, (44)
"Just a one day getaway "
The price is £478
includes taxes & fees
5 Sept - 6 Sept
Stunning New Waterfront Luxury Villa with oversized Heated pool and Hot tub!
Pet friendly spacious home for large groups! Heated pool & jacuzzi, games!
Outdoor pool, a heated pool

Pet friendly spacious home for large groups! Heated pool & jacuzzi, games!

9.4 out of 10, Exceptional, (16)
"The home was very spacious, clean, and comfortable. The neighborhood was pretty quiet and near some shops and eateries which was convenient. Host, Nataliya was very responsive and accommodated a special request. We enjoyed our stay and look forward to returning in the near future."
The price is £657
includes taxes & fees
23 Aug - 24 Aug
Pet friendly spacious home for large groups! Heated pool & jacuzzi, games!
SUMMER SPECIAL "ParrotEyes FMB" North Island Beauty! Pvt Pool, TOTAL RENOVATION
Terrace/patio

SUMMER SPECIAL "ParrotEyes FMB" North Island Beauty! Pvt Pool, TOTAL RENOVATION

10.0 out of 10, Exceptional, (146)
"Great Location…Great Owners…Great Accommodations!! "
SUMMER SPECIAL "ParrotEyes FMB" North Island Beauty! Pvt Pool, TOTAL RENOVATION
Spacious Villa with Lush Tropical Garden Very Close to Siesta Key!
Outdoor dining

Spacious Villa with Lush Tropical Garden Very Close to Siesta Key!

10.0 out of 10, Exceptional, (66)
"Great place to stay. Comfortable, clean, everything you need & very close to Siesta Beach. Owners were very welcoming & helpful. "
Spacious Villa with Lush Tropical Garden Very Close to Siesta Key!
BRAND NEW 2021 Villa - Esplanade at Hacienda Lakes
Outdoor pool, a heated pool

BRAND NEW 2021 Villa - Esplanade at Hacienda Lakes

9.6 out of 10, Exceptional, (8)
"The property was excellent. Everything you could wish for was there. "
BRAND NEW 2021 Villa - Esplanade at Hacienda Lakes
Vacay in luxury! So close to the beach!
A heated pool

Vacay in luxury! So close to the beach!

9.8 out of 10, Exceptional, (64)
"Great place to stay. The staff was very communicative & made the process very easy. Great place for a stay at the beach. Highly recommended. "
The price is £270
includes taxes & fees
26 Aug - 27 Aug
Vacay in luxury! So close to the beach!
Heated Pool Sleeps 20! Outdoor Kitchen/Theater
A heated pool

Heated Pool Sleeps 20! Outdoor Kitchen/Theater

3.0 star property
8.8 out of 10, Excellent, (3)
"It was an overall great experience and wonderful time. Host was attentive and responded quickly to all of my messages "
Heated Pool Sleeps 20! Outdoor Kitchen/Theater
Beach, Sand, Sunsets. . . Rocking chair in front of the porch!
On the beach, sun-loungers, beach towels

Beach, Sand, Sunsets. . . Rocking chair in front of the porch!

10.0 out of 10, Exceptional, (120)
"We loved our little island stay, the beach was as beautiful as the pictures! Clean and a such a short distance to everything, we will definitely be staying again! "
Beach, Sand, Sunsets. . . Rocking chair in front of the porch!
Beach Villa! Pool, Porch & 2-Min Walk to Gulf!
Fridge, microwave, oven, stovetop

Beach Villa! Pool, Porch & 2-Min Walk to Gulf!

9.8 out of 10, Exceptional, (61)
"Place us espectacular , one block to a beautiful beach, nice and clean pool, place was clean "
The price is £375
includes taxes & fees
26 Aug - 27 Aug
Beach Villa! Pool, Porch & 2-Min Walk to Gulf!
W Bradenton Country Club Estates, 2 bed, 2Bath 7miles to Beaches
Property grounds

W Bradenton Country Club Estates, 2 bed, 2Bath 7miles to Beaches

2.0 star property
9.0 out of 10, Wonderful, (10)
"The bedrooms and bathrooms were spacious and also the closets. The kitchen was well-equipped. Overall a very comfortable and safe place to stay."
The price is £366
includes taxes & fees
31 Aug - 1 Sept
W Bradenton Country Club Estates, 2 bed, 2Bath 7miles to Beaches
Marriott's Crystal Shores, Marco Island (2 Bedroom)
Exterior

Marriott's Crystal Shores, Marco Island (2 Bedroom)

8.8 out of 10, Excellent, (18)
"Excellent property, horrible customer service"
The price is £583
includes taxes & fees
2 Sept - 3 Sept
Marriott's Crystal Shores, Marco Island (2 Bedroom)
Enchanting tropical waterfront villa with boat slip, bikes, kayaks heated pool!
Property grounds

Enchanting tropical waterfront villa with boat slip, bikes, kayaks heated pool!

10.0 out of 10, Exceptional, (64)
"We enjoyed our stay and would love to come back again sometime. There were a couple of minor things that had to be fixed, but he took care of it right away. Thanks for everything!"
Enchanting tropical waterfront villa with boat slip, bikes, kayaks heated pool!
Your Private Paradise Awaits – Experience Luxury at villa paradise
Smart TV, fireplace, DVD player, stereo

Your Private Paradise Awaits – Experience Luxury at villa paradise

10.0 out of 10, Exceptional, (18)
"From the moment we arrived to the last moment on site everything was perfect. Well appointed amenities, comfortable rooms. Everything was exceptionally clean!"
Your Private Paradise Awaits – Experience Luxury at villa paradise
6 Bedroom Gorgeous Waterfront Home With dock, panorama waterview, walk to beach,
Terrace/patio

6 Bedroom Gorgeous Waterfront Home With dock, panorama waterview, walk to beach,

8.6 out of 10, Excellent, (67)
"Awesome house close to everything. Host was very responsive "
6 Bedroom Gorgeous Waterfront Home With dock, panorama waterview, walk to beach,
Newly renovated villa in prime location -5 min to the river, new pool& hot tub
Outdoor dining

Newly renovated villa in prime location -5 min to the river, new pool& hot tub

9.8 out of 10, Exceptional, (48)
"House was nice, clean and great location."
Newly renovated villa in prime location -5 min to the river, new pool& hot tub
MONTHLY DISCOUNT 4 Bedrm 5 bath -Olde Naples. Small private pool WALK to 5th Ave
Dining

MONTHLY DISCOUNT 4 Bedrm 5 bath -Olde Naples. Small private pool WALK to 5th Ave

9.8 out of 10, Exceptional, (27)
"We thoroughly enjoyed our 4 night stay in Naples. Great hospitality! Loved the house and the location. So close to walk to many great restaurants! Loved our time over Easter weekend. "
MONTHLY DISCOUNT 4 Bedrm 5 bath -Olde Naples. Small private pool WALK to 5th Ave
Gulf Coast Getaway: Luxury Villa Heated Pool, Sunsets & Minutes 2 Gulf of Mexico
Interior

Gulf Coast Getaway: Luxury Villa Heated Pool, Sunsets & Minutes 2 Gulf of Mexico

9.8 out of 10, Exceptional, (73)
"This was a great place for our family to enjoy Florida, the beaches, and tourist activities. The pool was a great way to end the day after all our activities!"
Gulf Coast Getaway: Luxury Villa Heated Pool, Sunsets & Minutes 2 Gulf of Mexico
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

Compass by Margaritaville Hotel Naples

Compass by Margaritaville Hotel Naples

10/10 Excellent
"Second stay here. Highly recommended. Check in is a breeze. Great staff and amenities "
Jane 1-night trip
Posted 22 hours ago
Compass by Margaritaville Hotel Naples