Holiday Homes in Southwest Florida

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Check prices for these dates

Next weekend
21 Feb - 23 Feb
In two weeks
28 Feb - 2 Mar
In one month
14 Mar - 16 Mar
In two months
11 Apr - 13 Apr

Featured Holiday Homes in Southwest Florida

Tropical Villas of Venice Beach
Beach nearby, beach umbrellas, beach towels

Tropical Villas of Venice Beach

3.5 star property
9.6 out of 10, Exceptional, (223)
"Perfect location to walk to beach and town. The Villas and grounds were well maintained. I wouldnt hesitate staying hefe again."
Tropical Villas of Venice Beach
New home 3/2 renovation 3 miles to Siesta Key
TV

New home 3/2 renovation 3 miles to Siesta Key

9.2 out of 10, Wonderful, (7)
"This was a really great find. Comfortable beds, close to beach and easy access back to the airport. Only issue was a lot of animal hair was left behind, but easy fix with the vacuum. If we return for vacation we’ll stay again! "
The price is AU$525
includes taxes & fees
18 Mar - 19 Mar
New home 3/2 renovation 3 miles to Siesta Key
Located in the heart of Old Naples! Enjoy the beach shopping and dining
Outdoor pool

Located in the heart of Old Naples! Enjoy the beach shopping and dining

10.0 out of 10, Exceptional, (17)
"This property is in a great location- walking distance to the beach, dining and shopping. The owners are great to work with too."
Located in the heart of Old Naples! Enjoy the beach shopping and dining
Casa Azul 2bed/1bath
Terrace/patio

Casa Azul 2bed/1bath

9.4 out of 10, Exceptional, (54)
"Very comfortable and perfect location to the airport! "
The price is AU$335
includes taxes & fees
10 Mar - 11 Mar
Casa Azul 2bed/1bath
Tropical Retreat in Southwest Cape Coral
Outdoor pool, a heated pool

Tropical Retreat in Southwest Cape Coral

9.8 out of 10, Exceptional, (48)
"We enjoyed our stay. One of the best properties of our Vrbo stays. The pool and hot tub were crystal clear. The pool was heated so I got to spend some time in the pool and then jump in the hot tub. The property has a walking trail behind the backyard. The neighbors we nice and we got to meet some pet lovers while walking our four legged family member. The kitchen had all of the appliances. The mattresses were very comfortable and the living/family room was spacious and comfortable. The...
Tropical Retreat in Southwest Cape Coral
Charming 1-bedroom house with WiFi, AC in lovely Cape Coral
Indoor pool

Charming 1-bedroom house with WiFi, AC in lovely Cape Coral

10.0 out of 10, Exceptional, (2)
"It was very clean."
The price is AU$175
includes taxes & fees
3 Mar - 4 Mar
Charming 1-bedroom house with WiFi, AC in lovely Cape Coral
Private Dock & Lanai: Waterfront Cape Coral Home!
Fridge, microwave, stovetop, dishwasher

Private Dock & Lanai: Waterfront Cape Coral Home!

9.6 out of 10, Exceptional, (55)
"Would stay there again"
Private Dock & Lanai: Waterfront Cape Coral Home!
Private Heated Pool House 6 miles from the Beach
Beach nearby, sun-loungers, beach towels

Private Heated Pool House 6 miles from the Beach

9.8 out of 10, Exceptional, (219)
"Every step for rental went flawlessly. From check-in to condition of property to eminities. Everything was top notch and I would highly recommend this rental. "
Private Heated Pool House 6 miles from the Beach
Gulf Canal, Boat Rental, Hot tub, Pool, Kayaks, & Bikes
Property grounds

Gulf Canal, Boat Rental, Hot tub, Pool, Kayaks, & Bikes

10.0 out of 10, Exceptional, (132)
"Great house, good times. Bad weather but it's January. Pool is lukewarm not heated to 80 degrees. Usually not an issue but we had air temps in the 50's"
Gulf Canal, Boat Rental, Hot tub, Pool, Kayaks, & Bikes
Ramada Sarasota Waterfront and Marina Community with Tikki Bar and Grill
Bar (on property)

Ramada Sarasota Waterfront and Marina Community with Tikki Bar and Grill

8.8 out of 10, Excellent, (5)
"We stayed 2 nights and everything was good. I was Leary booking a vacation from a hotel name for a small condo/ hotel room. This room had 2 queen beds, bathroom and all amenities as a hotel for half the price. Thank you … would recommend this for others that don’t need a high end place. Thanks again"
The price is AU$264
includes taxes & fees
11 Mar - 12 Mar
Ramada Sarasota Waterfront and Marina Community with Tikki Bar and Grill
Cozy Cottage - Steps to Riverwalk/Close to Beaches
Exterior

Cozy Cottage - Steps to Riverwalk/Close to Beaches

10.0 out of 10, Exceptional, (159)
"Great location. Adorable decor. Comfortable bed and a great shower. Well supplied with all you can need for a wonderful experience."
Cozy Cottage - Steps to Riverwalk/Close to Beaches
BRAND NEW EVERYTHING!!!!! 4 bedrooms and sleeps 10 easily.
Microwave, dishwasher, coffee/tea maker, toaster

BRAND NEW EVERYTHING!!!!! 4 bedrooms and sleeps 10 easily.

10.0 out of 10, Exceptional, (14)
"We loved this home. Newly renovated and spacious. We especially liked that half of the house can be closed off for our visiting guest. We would definitely stay here again. "
BRAND NEW EVERYTHING!!!!! 4 bedrooms and sleeps 10 easily.
Private pool House with Fountains & Beach Walkable
Beach nearby

Private pool House with Fountains & Beach Walkable

9.6 out of 10, Exceptional, (166)
"My mom and I stayed at the Villa for a week and it was amazing!!! Perfect for our needs. Plenty of space, very clean and cozy! Updated throughout and the pool/outdoor space was fantastic. The Villa is located in a great neighborhood-safe, fun and quiet BUT close to awesome hotspot restaurants, the beach and great shopping/ nightlife on Venice avenue. 12/10 recommend will definitely stay again!!"
Private pool House with Fountains & Beach Walkable
Pool Side Paradise in Southwest Cape Coral NO DAMAGE FROM HURRICANES
Fridge, microwave, oven, stovetop

Pool Side Paradise in Southwest Cape Coral NO DAMAGE FROM HURRICANES

9.8 out of 10, Exceptional, (77)
"The house is clean and comfortable. We had a very small issue and the owner took care ofit immediately. The pool and hot tub were nice to relax in after fleeing the cold north. The kitchen is well stocked. The backyard is fenced which was nice for our dog. If in Cape Coral again we would definitely rent "
Pool Side Paradise in Southwest Cape Coral NO DAMAGE FROM HURRICANES
The Wee Cottage | House in Anna Maria
TV, DVD player, books, video library

The Wee Cottage | House in Anna Maria

8.6 out of 10, Excellent, (13)
"Found a little piece of paradise"
The Wee Cottage | House in Anna Maria
Little Charm-Close to AMI, IMG and GT Bray Park.
Beach

Little Charm-Close to AMI, IMG and GT Bray Park.

9.8 out of 10, Exceptional, (7)
"Quick visit to see family. Location was close to campus and was great for our needs. Thank you for having a great venue in a good location."
The price is AU$518
includes taxes & fees
24 Feb - 25 Feb
Little Charm-Close to AMI, IMG and GT Bray Park.
Luxury Canal Home-5 Bed, Boat rental, MIL Suite, bikes, pickleball,putting green
Fridge, microwave, oven, stovetop

Luxury Canal Home-5 Bed, Boat rental, MIL Suite, bikes, pickleball,putting green

2.0 star property
10.0 out of 10, Exceptional, (9)
"My wife and I stayed in the MIL suite so that our kids and their families could take over the main house. It worked out perfect. Our toddler grandkids really enjoyed spending time at the park across the street. The house is in a great location with several great dinning options just a short drive away. If you rent the pontoon, I highly recommend hiring Captain Bob to show you around. I am a boat owner with plenty of experience in Michigan waters, navigating the narrow marked channels through the...
Luxury Canal Home-5 Bed, Boat rental, MIL Suite, bikes, pickleball,putting green
Cozy house near Siesta Key Beach
Beach nearby

Cozy house near Siesta Key Beach

10.0 out of 10, Exceptional, (9)
"This was a last minute VRBO find during peak peak season in Sarasota near the the beach islands and resorts. Couldn’t have been more relieved when we arrived after a 26 hour drive thru heavy traffic, to find a clean, well kept bungalow that had clearly been remodeled and repaired. The place was literally half block away from a very popular seafood restaurant, and not far from the bridges to access the beach islands. (Though in fairness getting to the beaches took awhile simply because of very...
Cozy house near Siesta Key Beach
Newly Renovated Cozy1 BR sleeps 4 only 200 yards to the sandy white beach
Microwave, oven, stovetop, dishwasher

Newly Renovated Cozy1 BR sleeps 4 only 200 yards to the sandy white beach

10.0 out of 10, Exceptional, (23)
"We loved the access to the beach. House was very clean. Would recommend this to any couple."
Newly Renovated Cozy1 BR sleeps 4 only 200 yards to the sandy white beach
🌊Private Heated Pool-Great Outdoor Spaces-Easy Walk to Beach-Paradise Found🌊
Beach nearby

🌊Private Heated Pool-Great Outdoor Spaces-Easy Walk to Beach-Paradise Found🌊

9.8 out of 10, Exceptional, (24)
"Family of 5 stayed for 3 days. After the initial booking, all communication was handled via the rental companies website, and through email. I was unable to locate my booking on VRBO after submitting the 3rd party rental agreement. The house was clean and had great access to the beach, with a local access point at the end of the street. There was a giant bin of beach toys and chairs provided with a cart for easy transport to and from the beach. Everyone enjoyed the outdoor shower, pool, and...
🌊Private Heated Pool-Great Outdoor Spaces-Easy Walk to Beach-Paradise Found🌊
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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Other property types in Southwest Florida

The Suites at Fishermen’s Village- 2 Bedroom Suites
Outdoor pool

The Suites at Fishermen’s Village- 2 Bedroom Suites

3.0 star property
9.8 out of 10, Exceptional, (757)
"Place is absolutely fantastic. Loved having the shops and restaurants below. So peaceful to sit on my deck and watch the boats. Will be back with my family. "
The price is AU$607
includes taxes & fees
2 Mar - 3 Mar
The Suites at Fishermen’s Village- 2 Bedroom Suites
Bellasera Resort
Lobby

Bellasera Resort

4.0 star property
9.6 out of 10, Exceptional, (2106)
"The hotel was lovely and the staff was wonderful. We will be going back soon. Don't miss the breakfast and lunch at the hotel. It was fantastic!"
The price is AU$1,254
includes taxes & fees
17 Feb - 18 Feb
Bellasera Resort
Edison Beach House
Beach/ocean view

Edison Beach House

3.5 star property
9.4 out of 10, Exceptional, (1240)
"Well kept property, clean, gorgeous views"
The price is AU$597
includes taxes & fees
24 Feb - 25 Feb
Edison Beach House
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.