Vacation Rentals in Florida South West

Find the perfect Cheap Vacation Rentals, Vacation Rental Deals and Luxury Villas in Florida, Colorado, California, Hawaii, South Carolina, Outerbanks and more! Get Last Minute Deals on Beach Houses, Ski cabins, Family Vacation Rentals and Pet Friendly Vacation Rentals now at How2Vacation.com!

Vacation Rentals in Florida South West

Longboat Key 1 Bedroom vacation condo with beach views- Turtle…

  • 1 Bedroom, 1 Bathroom, Sleeps 2
  • If you want to enjoy the beach but do not want to pay the high prices check out this Garden…
  • from
  • $138
    nightly

 

Newly Remodeled Oceanview Vacation Rental Studio in Longboat Key FL-…

  • 1 Bedroom, 1 Bathroom, Sleeps 4
  • Great vacation getaway or short term rental. Newly remodeled large studio with modern furniture in a beachfront building with direct…
  • from
  • $155
    nightly

 

Only Steps to the Beach! Vacation Studio Rental in Longboat…

  • 1 Bedroom, 1 Bathroom, Sleeps 4
  • This Villa rental is located across the street from Club Bamboo South which is steps away from the beach.Take a…
  • from
  • $115
    nightly

 

1 Bedroom Private Honeymoon Villa in Longboat Key FL -…

  • 1 Bedroom, 1 Bathroom, Sleeps 2
  • Our Cabana, that we loving refer to as our Honeymoon Villa is elevated above the pool and is very private.…
  • from
  • $168
    nightly

 

Longboat Key Private 2 Bedroom Vacation Villa- Turtle Crawl Hibiscus…

  • 2 Bedrooms, 1.5 Bathrooms, Sleeps 0
  • This two bedroom one and a half baths makes this Villa ideal for the family that prefers some privacy. Surrounded…
  • from
  • $213
    nightly

 

Romantic Honeymoon 2 Bedroom Vacation Villa with Beach Views! Longboat…

  • 2 Bedrooms, 2 Bathrooms, Sleeps 6
  • This is a perfect home away from home for the romantic honeymoon or plenty of room for the whole family.…
  • from
  • $1500
    weekly

 

Longboat Key Beachfront Studio Vacation Rental- Club Bamboo South Studio…

  • 1 Bedroom, 1 Bathroom, Sleeps 2
  • This Beach front studio rental has a king size bed and 2 single pull out beds -1 from the couch…
  • from
  • $135
    nightly

 

Longboat Key Beach Vacation Rental w/ Fully Equipped Kitchen- Club…

  • 1 Bedroom, 1 Bathroom, Sleeps 2
  • This Beach front studio rental has a king size bed and 2 single pull out beds -1 from the couch…
  • from
  • $135
    nightly

 

Longboat Key Beachfront Vacation Rental Studio - Club Bamboo South…

  • 1 Bedroom, 1 Bathroom, Sleeps 2
  • This Beach front studio rental has a king size bed and 2 single pull out beds -1 from the couch…
  • from
  • $135
    nightly

 

Longboat Key Beachfront Studio Vacation Rental- Club Bamboo South Studio…

  • 1 Bedroom, 1 Bathroom, Sleeps 2
  • This Beach front studio rental has a king size bed and 1 single pull out bed and a pull out…
  • from
  • $135
    nightly

 

Beachfront Studio Vacation Rental - Club Bamboo South Studio 117

  • 1 Bedroom, 1 Bathroom, Sleeps 2
  • This Beach front studio rental has a king size bed and 2 single pull out beds -1 from the couch…
  • from
  • $135
    nightly

 

Cute Longboat Key 2 Bedroom Vacation Duplex- Perfect for small…

  • 2 Bedrooms, 2 Bathrooms, Sleeps 6
  • This cute 2/2 duplex is located just as you go over the Longboat Key Bridge. This home is ideal for…
  • from
  • $600
    weekly

 

"Our Beach Haven by the Sea" - 2 Bedroom Pet…

  • 2 Bedrooms, 1 Bathroom, Sleeps 6
  • This Beautiful old style single family home located on the canal, has 2 bedrooms ( with bonus queen sofa in…
  • from
  • $205
    nightly

 

Longboat Arms - 2 Bedroom Bayfront Vacation Condo- 1 Block…

  • 2 Bedrooms, 2 Bathrooms, Sleeps 6
  • Beautiful bay front view with all of the amenities. 1 block walk to gulf beach. Great location for shopping, site-seeing,…
  • from
  • Contact Owner

 

Heron House, Longboat Key 3 Bedroom Vacation Home with Private…

  • 3 Bedrooms, 3 Bathrooms, Sleeps 10
  • This newly remodeled 3 bedroom 3 bath house on the canal has a roomy mother in law apartment on the…
  • from
  • $1250
    weekly

 

Bradenton Beach 2 Bedroom Vacation Condo across from the Beach!…

  • 2 Bedrooms, 1 Bathroom, Sleeps 4
  • Quaint 2/1 Across the street from public beach access The unit pictured here is an upstairs unit, it is located…
  • from
  • $1050
    weekly

 

Runaway Bay 2 Bedroom Vacation Condo- Short Walk to Beach-…

  • 2 Bedrooms, 2 Bathrooms, Sleeps 6
  • This beautiful 2 bedroom 2 bath 2nd floor walk up overlooks one of the small lagoons located throughout the complex.…
  • from
  • $145
    nightly

 

Waterfront 2 Bedroom Vacation Condo- Runaway Bay 2 Bedroom 2…

  • 2 Bedrooms, 2 Bathrooms, Sleeps 6
  • Beautiful Waterfront Condo This beautiful 2 bedroom 2 bath 2nd floor walk up overlooks the bay. Enjoy watching dolphins, birds…
  • from
  • $165
    nightly

 

Stay at this Oceanfront 2 Bedroom Vacation Condo at The…

  • 2 Bedrooms, 2 Bathrooms, Sleeps 4
  • The Island Beach Club is directly on Big Carlos Pass and Estero Bay. Enjoy 240 degree views of Bonita Springs…
  • from
  • Contact Owner

 

Siesta Key Two Bedroom Vacation Condo- Monthly Rentals!

  • 2 Bedrooms, 2 Bathrooms, Sleeps 2
  • Address: 8710 Midnight Pass Road, Suite 405B, Siesta Key, FL 34242 Professionally decorated 2 bedroom condo, has just been renovated.…
  • from
  • $2000
    monthly

 

Modern 2 Bedroom Longboat Key Vacation Beach Condo- Cabana Beach…

  • 2 Bedrooms, 2 Bathrooms, Sleeps 4
  • Come and enjoy Old Florida. This modern 2 bedroom 2 bath Condo located in a stilt house with the pool…
  • from
  • $195
    nightly

 

Longboat Key Beach Vacation Rental- Club Bamboo South Studio Condo…

  • 1 Bedroom, 1 Bathroom, Sleeps 2
  • Look at where you should be right now! Go ahead and click on the pictures! This clean, fresh studio condo…
  • from
  • $135
    nightly

 

Longboat Key Beach Vacation Rental- Club Bamboo South Studio 221

  • 1 Bedroom, 1 Bathroom, Sleeps 2
  • Look at where you could be right now! Go ahead and click on the pictures! This clean, fresh studio condo…
  • from
  • $145
    nightly

 

Longboat key Honeymoon Villa at Turtle Crawl Cabana # 83

  • 1 Bedroom, 1 Bathroom, Sleeps 2
  • Our Cabana, that we loving refer to as our Honeymoon Villa is elevated above the pool and is very private.…
  • from
  • $168
    nightly

 

Longboat Key Tropical Paradise 1 Bedroom Vacation Condo- Turtle Crawl…

  • 1 Bedroom, 1 Bathroom, Sleeps 2
  • Escape to our Tropical Paradise with 200 feet of beautiful beach and awesome sunsets. This one bedroom Condo on the…
  • from
  • $168
    nightly

 

Longboat Key 1 Bedroom Vacation Condo with Beach views- Turtle…

  • 1 Bedroom, 1 Bathroom, Sleeps 2
  • This great 5th floor condo overlooking the beach is just what you need to relax and enjoy sunsets and quiet.…
  • from
  • $158
    nightly

 

Longboat Key 1 Bedroom vacation condo with beach views- Turtle…

  • 1 Bedroom, 1 Bathroom, Sleeps 2
  • This 5th floor one bedroom one bath with a private balcony over looking the beach is just what you need…
  • from
  • $158
    nightly

 

1 bedroom vacation condo- corner unit overlooking the beach- Longboat…

  • 1 Bedroom, 1 Bathroom, Sleeps 2
  • This great 4th floor corner condo overlooking the beach is the perfect place to relax and enjoy your time away,…
  • from
  • $168
    nightly

 

1 Bedroom Vacation Condo- 200 Ft to the Beach- Longboat…

  • 1 Bedroom, 1 Bathroom, Sleeps 2
  • Escape to our Tropical Paradise with 200 feet of beautiful beach and awesome sunsets. This one bedroom Condo on the…
  • from
  • $158
    nightly

 

Longboat Key 1 Bedroom Vacation Condo with Beach Views- Turtle…

  • 1 Bedroom, 1 Bathroom, Sleeps 2
  • Escape to our Tropical Paradise with 200 feet of beautiful beach and awesome sunsets. This one bedroom Condo on the…
  • from
  • $158
    nightly

 

Oceanview 1 Bedroom Vacation Condo with Private Balcony- Longboat key…

  • 1 Bedroom, 1 Bathroom, Sleeps 2
  • A third floor view from your private balcony. Enjoy a beautiful sunset from the peace and quiet of your own…
  • from
  • $168
    nightly

 

1 Bedroom Vacation Condo with Private Balcony- Longboat Key FL-…

  • 1 Bedroom, 1 Bathroom, Sleeps 2
  • One of the best views of the Gulf and Beach from your own balcony on Longboat Key. Enjoy a beautiful…
  • from
  • $158
    nightly

 

Beachview 1 Bedroom Vacation Condo in Longboat Key FL- 302…

  • 1 Bedroom, 1 Bathroom, Sleeps 4
  • The owners and I welcome you to this great one bedroom one bath that can sleep up to 6 persons,…
  • from
  • $158
    nightly

 

Longboat Key Beachfront 1 Bedroom Vacation Condo in Longboat Key-…

  • 1 Bedroom, 1 Bathroom, Sleeps 2
  • One of the best views of the Gulf and Beach from your own balcony on Longboat Key. Enjoy a beautiful…
  • from
  • $168
    nightly

 

Beachfront 1 Bedroom Vacation Condo in Longboat Key FL, Turtle…

  • 1 Bedroom, 1 Bathroom, Sleeps 2
  • Escape to our Tropical Paradise with 200 feet of beautiful beach and awesome sunsets. This one bedroom Condo on the…
  • from
  • $158
    nightly

 

Longboat Key 1 Bedroom vacation condo with beach views- Turtle…

  • 1 Bedroom, 1 Bathroom, Sleeps 2
  • This condo is right next door to 201 so it is great for a family gathering with more than 6…
  • from
  • $158
    nightly

 

1 Bedroom Corner Condo Unit Vacation Rental on Longboat Key-…

  • 1 Bedroom, 1 Bathroom, Sleeps 2
  • This great corner condo overlooking the beach is the perfect place to relax and enjoy your time away. Listen to…
  • from
  • $168
    nightly

 

Direct Beachfront 1 Bedroom Vacation Condo on Longboat Key- Turtle…

  • 1 Bedroom, 1 Bathroom, Sleeps 2
  • Not all the condos at the Turtle Crawl are the same as you can see with this special touch that…
  • from
  • $168
    nightly

 

First Floor Beachfront 1 Bedroom Vacation Condo in Longboat Key,…

  • 1 Bedroom, 1 Bathroom, Sleeps 2
  • This first floor walk-out located on the beach of Gulf of Mexico,will make you feel like you never want to…
  • from
  • $158
    nightly

 

Quaint 1 Bedroom Vacation Condo- Walk to Beach- Turtle Crawl…

  • 1 Bedroom, 1 Bathroom, Sleeps 2
  • This quaint one bedroom one bath Condo is a first floor walk out right to the beach. With two Queen…
  • from
  • $158
    nightly

 

Longboat Key 1 Bedroom Vacation Condo -Turtle Crawl 101

  • 1 Bedroom, 1 Bathroom, Sleeps 2
  • Come enjoy the beauty of the Gulf of Mexico Waters from your first floor corner walk out to the beach.…
  • from
  • $168
    nightly

 

Florida Two Bedroom Villa- Turtle Crawl Jasmine # 82 Long…

  • 2 Bedrooms, 2 Bathrooms, Sleeps 4
  • This 2 bedroom home with a split floor plan works beautifully to accommodate your family's vacation. You walk into a…
  • from
  • $268
    nightly

 

Florida Keys Garden 1 Bedroom Vacation Condo for 6 people-…

  • 1 Bedroom, 1 Bathroom, Sleeps 2
  • This Garden condo is an affordable way tor you and the family to enjoy a day on the beach. It…
  • from
  • $138
    nightly

 

Florida 1 Bedroom Family Vacation Condo in Longboat Key FL-…

  • 1 Bedroom, 1 Bathroom, Sleeps 2
  • This Garden condo is an affordable way tor you and the family to enjoy a day on the beach. It…
  • from
  • $138
    nightly

 

Affordable 1 Bedroom Family Vacation Condo on the Beach- Longboat…

  • 1 Bedroom, 1 Bathroom, Sleeps 4
  • This Garden condo is an affordable way tor you and the family to enjoy a day on the beach. It…
  • from
  • $138
    nightly

 

Quaint Beachside 1 Bedroom Vacation Condo -Turtle Crawl 64- Longboat…

  • 1 Bedroom, 1 Bathroom, Sleeps 2
  • This charming one bedroom is perfect for the quiet vacation. It does not overlook the beach but it is beach…
  • from
  • $138
    nightly

 

Longboat Key Studio Vacation at Turtle Crawl 63 Gulf Side

  • 2 Bedrooms, 2 Bathrooms, Sleeps 4
  • This charming studio for two is perfect for the quiet vacation. Located at the Turtle Crawl Inn resort in the…
  • from
  • $118
    nightly

 

1 Bedroom Canal Front Vacation Condo- Whitney Beach 146- Longboat…

  • 1 Bedroom, 1 Bathroom, Sleeps 2
  • Attractive first floor canal front, spacious (almost 1,000 sq.ft.) one bedroom Bayside Whitney Beach Condominium. Enter through a private, gated,…
  • from
  • Contact Owner

 

Florida 3 Bedroom Vacation Home- 619 Bayview Drive, Longboat Key,…

  • 3 Bedrooms, 2 Bathrooms, Sleeps 6
  • This Platinum rated 3 bedroom, 2 bath home features upscale amenities. Tile floors, a Florida room enclosed with glass sliding…
  • from
  • $1250
    weekly

 

Tradewind406 - Tradewinds Condo

  • 1 Bedroom, 1.5 Bathrooms, Sleeps 5
  • This beach cottage is beautifull decorated with many extras. Just look at the pictures and virtual tour. It is so…
  • from
  • $2000
    monthly

 
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