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

Beautiful Tropical 3 Bedroom Vacation Home on the Beach! Beach…

  • 2 Bedrooms, 2 Bathrooms, Sleeps 4
  • Beach Love is for those that must live ON THE BEACH! It is impossilbe to explain the feeling one has…
  • from
  • $2700
    weekly

 

Split Bedroom Floor Plan Vacation Condo - 2 Bedrooms \…

  • 2 Bedrooms, 2 Bathrooms, Sleeps 4
  • This open living, split bedroom floor plan in Bonita Village is an exciting place to live a vacation! It is…
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Upscale 2 Bedroom Plus Den Vacation Condo Rental - Grandezza

  • 2 Bedrooms, 2 Bathrooms, Sleeps 4
  • This is a "Work of Art" in Sabal Palm at Grandezza! Enjoy upscale living in this beautiful 2 Bedroom, 2…
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Delightful 2 Bedroom Golf and Tennis Vacation Condo Rental -…

  • 2 Bedrooms, 2 Bathrooms, Sleeps 4
  • This delightful first floor, 2-Bedroom, 2-Bath features a scenic outdoor patio area. Breckenridge Golf and Tennis Club in Estero, FL,…
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Tropical Style 3 Bedroom Vacation Rental Condo in Bonita Village

  • 3 Bedrooms, 2 Bathrooms, Sleeps 6
  • The Southern Exposure and tropical Resort Pool view is the perfect start of an unforgettable vacation! This delightful end residence…
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Spacious 3 Bedroom Vacation Condo Rental with Great Room Plan…

  • 3 Bedrooms, 2 Bathrooms, Sleeps 6
  • As the largest floor plan in Bonita Village this Great Room Plan is an exciting place to live. It is…
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Nicely Decorated 2 Bedroom Vacation Condo Rental | Little Hickory…

  • 2 Bedrooms, 2 Bathrooms, Sleeps 4
  • Everyone loves my location and my guests enjoy the short walk to Bonita Beach and Barefoot Beach. I have a…
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Bella Lago #122 - 2 Bedroom Vacation Rental Condo with…

  • 2 Bedrooms, 2 Bathrooms, Sleeps 4
  • 2 Bedroom/Den - King in Master. Twins in Guest. Sofa sleeper in Living Room & Den. Plasma TV in Living…
  • from
  • $800
    weekly

 

Eden House #603- Upgraded 2 Bedroom Ocean View Vacation Condo

  • 2 Bedrooms, 2 Bathrooms, Sleeps 5
  • Great gulf view from this upgraded condo with flat screen TV in Living Room and master bedroom. King in master,…
  • from
  • $800
    weekly

 

Estero Sands #202 - Nice 2 Bedroom Vacation Condo Rental

  • 2 Bedrooms, 2 Bathrooms, Sleeps 5
  • Great locations with the 2 bedroom/2 bath condo. Walking distance to Times Square. Queen in the master, twins in the…
  • from
  • $700
    weekly

 

EBT #204C - 1 Bedroom Gulf View Vacation Condo Rental

  • 1 Bedroom, 1 Bathroom, Sleeps 3
  • 1 Bedroom, 1 Bath Condominium. Queen in master, Sofa Sleeper. Bright & cheerful. Lots of print fabrics. Pretty unit. WiFi…
  • from
  • $450
    weekly

 

Ostego Bay II #191-1- 3 bedroom vacation home with WiFi,…

  • 3 Bedrooms, 2 Bathrooms, Sleeps 6
  • 3 bedroom 2 bath with private garage 4-plex, king in master, twin daybed in guest, double murphy bed in other…
  • from
  • $800
    weekly

 

Estero Yacht & Racquet #310- 1 Bedroom Vacation Rental Condo…

  • 1 Bedroom, 2 Bathrooms, Sleeps 6
  • 1 Bedroom/ 2 bath condo on the canal. Nice unit with views of the canal. Short walk to Santini Marina…
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EBT #705C - 1 Bedroom Vacation Condo w/ Great Gulf…

  • 1 Bedroom, 1 Bathroom, Sleeps 4
  • 1 Bedroom, 1 Bath condo. King in Bedroom with Sleeper Sofa In Living Room. Wood flooring. UPDATED EVERYTHING! TV w/…
  • from
  • $500
    weekly

 

EBT #1203A- Nicely Decorated 1 Bedroom Vacation Condo

  • 1 Bedroom, 1 Bathroom, Sleeps 2
  • 1 Bedroom, 1 Bath Condominium King in master, queen sofa sleeper, Custom kitchen cabinets, dishwasher. Nicely decorated, new tile throughout.…
  • from
  • $450
    weekly

 

Avenedia House - 2 Bedroom Family Vacation Home with Private…

  • 2 Bedrooms, 2 Bathrooms, Sleeps 6
  • 2 Bedroom, 2 Bath House with pool located on canal, Queen in master, Twins in guest, Sleep sofa in den.…
  • from
  • $800
    weekly

 

Sunset #704 - 2 Bedroom Adult Only Vacation Condo Rental

  • 2 Bedrooms, 2 Bathrooms, Sleeps 6
  • 2 Bedroom, 2 Bath Condominium INTERNET CONNECTION, King in master, Twins in guest, Sofa Sleeper Spectacular view of the beach…
  • from
  • $800
    weekly

 

Island Winds #102- 2 Bedroom Ground Floor Vacation Rental Condo

  • 2 Bedrooms, 2 Bathrooms, Sleeps 6
  • 2 Bedroom, 2 Bath Condominium King in M/B, Twins in guest, Sofa Sleeper Ground floor unit with partial gulf view.…
  • from
  • $900
    weekly

 

Palm Harbor Club West #302 - 2 Bedroom Vacation Condo…

  • 2 Bedrooms, 2 Bathrooms, Sleeps 4
  • 2 bedroom/2 bath, Queen in the Master w/flat screen, 2 twins in guest bedroom w/TV, no sofa sleeper and TV/VCR/DVD…
  • from
  • $800
    weekly

 

Villa Del Mar #301 - Ocean view 2 Bedroom Vacation…

  • 2 Bedrooms, 1.5 Bathrooms, Sleeps 6
  • Direct Gulf of Mexico view, 2 bedroom, 1 1/2 baths, Queen in Master and Guestroom,sofa sleeper TV/DVD/VCR in LR and…
  • from
  • $800
    weekly

 

Riviera Club #1202- 2 Bedroom Ocean View Vacation Rental Condo

  • 2 Bedrooms, 2 Bathrooms, Sleeps 6
  • 2 bedroom/2 bath, King in Master, Twins in Guest, sofa sleeper, flat screen TV in living room, TV's in master…
  • from
  • $800
    weekly

 

Carlos Pointe #415- 2 Bedroom Vacation Condo- Close to Golf…

  • 2 Bedrooms, 2 Bathrooms, Sleeps 6
  • 2/2 condo. King in master bedroom, twins in guest bedroom, sleeper sofa. TV w/VCR in living room, TV in master…
  • from
  • $850
    weekly

 

Bella Lago #143 - 2 Bedroom Vacation Condo with extra…

  • 2 Bedrooms, 2 Bathrooms, Sleeps 4
  • 2 bedroom 2 Bath condo, just across the street from white sandy beach on Gulf of Mexico. Completely upgraded unit.…
  • from
  • $800
    weekly

 

Eden House #PH5 - 3 Bedroom Corner Unit Penthouse with…

  • 3 Bedrooms, 2 Bathrooms, Sleeps 6
  • 3 Bedroom/2 Bath penthouse corner unit with a great full gulf view, White Tile, Den, Dining room, King in Master,…
  • from
  • $2100
    weekly

 

Admiral Bay #245 - Upgraded 2 Bedroom Vacation Rental Condo

  • 2 Bedrooms, 2 Bathrooms, Sleeps 6
  • 2 bedroom 2 bath condo King in master, twin daybed in guest room, Sofa Sleeper in LR 3 TV's, 2…
  • from
  • $1075
    weekly

 

Captains Bay North #102 - 2 Bedroom Vacation Rental Condo…

  • 2 Bedrooms, 2 Bathrooms, Sleeps 6
  • 2 Bedroom, 2 Bath. King in the master, Twins in the guest. No sleeper sofa. TV & VCR in master,…
  • from
  • $700
    weekly

 

Casa Marina #732 - 2 Bedroom Fort Myers Vacation Rental…

  • 2 Bedrooms, 2 Bathrooms, Sleeps 6
  • 2 bedroom 2 Bath Queen in master, Queen in guest, Sofa sleeper New plasma TV in LR, TV in master…
  • from
  • $600
    weekly

 

Island Beach Club #201 - 2 Bedroom Vacation Rental Condo…

  • 2 Bedrooms, 2 Bathrooms, Sleeps 6
  • 2 Bedroom/Den/2 bath, queen in the master, queen in the guest, sofa sleeper in den, TV's in all room, VCR/DVD…
  • from
  • $950
    weekly

 

Lovers Key Beach Club #807- Bay and Beach Views! 1…

  • 1 Bedroom, 1 Bathroom, Sleeps 4
  • 1/1 condo. king in bedroom w/TV too. PERKS: TV & VCR & DVD in LIV... awesome view of bay and…
  • from
  • $450
    weekly

 

Lovers Key Beach Club #201- Bayfront 1 Bedroom Vacation Rental…

  • 1 Bedroom, 1 Bathroom, Sleeps 2
  • 1 bedroom/1 bath overlooking Estero Bay, Queen in the bedroom, TV/DVD in Living room & TV in bedroom. Watch the…
  • from
  • $450
    weekly

 

Eden House 605 - 2 Bedroom Oceanview Vacation Rental Condo

  • 2 Bedrooms, 2 Bathrooms, Sleeps 4
  • Great gulf view from this 6th floor unit with updated kitchen with corian counter tops, earth-tone furnishings. Tile throughout except…
  • from
  • $800
    weekly

 

Quaint & Delightful 2 Bedroom Vacation Condo at Breckenridge Golf…

  • 2 Bedrooms, 2 Bathrooms, Sleeps 4
  • Delightful first floor, 2-Bedroom, 2-Bath with scenic outdoor patio area. Well located in the Breckenridge Golf and Tennis Club in…
  • from
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Pet Friendly 3 Bedroom Vacation Home with Private Pool -1503…

  • 3 Bedrooms, 2 Bathrooms, Sleeps 6
  • This charming 3 bedroom, 2 bath house is nestled in the quaint community of Briarwood, Surrounded by attractive architecture and…
  • from
  • $67
    nightly

 

Fabulous 4 Bedroom Vacation Home Rental - 926 Tivoli Ct.

  • 4 Bedrooms, 3 Bathrooms, Sleeps 8
  • Fabulous 4 bedroom Granada model with 2 Master suites on the back of the home overlooking the peaceful sounds of…
  • from
  • $120
    nightly

 

Lakefront 3 Bedroom Vacation Home Rental with Private Pool -1310…

  • 3 Bedrooms, 2 Bathrooms, Sleeps 6
  • This home has just been redecorated to include ceramic tile flooring in all the living area's and a plush grade…
  • from
  • $90
    nightly

 

Lakefront 4 Bedroom Pet Friendly Vacation Home with Private Pool…

  • 4 Bedrooms, 3 Bathrooms, Sleeps 8
  • This fantastic 4 bedroom 3 bath private pool home, overlooks a long sparkling lake, nicely furnished with Ethan Allen furniture,…
  • from
  • $100
    nightly

 

4 Bedroom Family Vacation Home with Private Pool & Spa…

  • 4 Bedrooms, 3 Bathrooms, Sleeps 8
  • This fantastic Briarwood home is the ultimate in comfort. It's Living room has a sleeper sofa and two love seats…
  • from
  • $100
    nightly

 

Pet Friendly 4 Bedroom Family Vacation Home with Private Pool…

  • 4 Bedrooms, 3 Bathrooms, Sleeps 8
  • This fantastic Waterfront 4 bedroom 3 bath privat pool home overlooking a canal. This home has been tastfuly decorated with…
  • from
  • $100
    nightly

 

Lakefront 4 Bedroom Family Vcation Home with Private Pool -…

  • 4 Bedrooms, 3 Bathrooms, Sleeps 8
  • Come enjoy your holiday in one of our 4 bedroom 3 bath private pool homes over looking a lake. This…
  • from
  • $100
    nightly

 

Lakefront 4 Bedroom Family Vacation Home with Private Pool &…

  • 4 Bedrooms, 3 Bathrooms, Sleeps 8
  • Our fantastic 4 bed, 3 bathroom home is set on the stunning Briarwood development centrally located for all that Florida…
  • from
  • $100
    nightly

 

4 Bedroom Family Vacation Home with Private Pool and Spa…

  • 4 Bedrooms, 3 Bathrooms, Sleeps 8
  • It has a large 'great room' with 16' glass sliding doors overlooking the 26' pool and spa. The deck area…
  • from
  • $100
    nightly

 

Romantic 2 Bedroom Vacation Condo Rental -5733 Deauville Circle Unit…

  • 2 Bedrooms, 2 Bathrooms, Sleeps 4
  • This is a great location with a beautiful ground floor view. This condo features 2 bedrooms and two bathrooms with…
  • from
  • $50
    nightly

 

3 Bedroom Family Vacation Home with Private Pool - 5110…

  • 3 Bedrooms, 2 Bathrooms, Sleeps 6
  • This home is located within the lovely Briarwood community and beautifully maintained throughout, its Excellent location makes this home a…
  • from
  • $67
    nightly

 

Lakefront 3 Bedroom Vacation Home Rental with Private Pool -…

  • 3 Bedrooms, 2 Bathrooms, Sleeps 6
  • Naples is one of America's most desirable places to live. Selected as a favorite place among top executives and professionals…
  • from
  • $67
    nightly

 

Romantic 2 Bedroom Vacation Condo Rental -3655 Amberly Circle Unit…

  • 2 Bedrooms, 2 Bathrooms, Sleeps 4
  • This lovely Royal Wood Golf and Country Club community is beautifully maintained throughout, Excellent central location, 2 bedroom 2 bath…
  • from
  • $50
    nightly

 

2 Bedroom Vacation Villa Rental -2847 Tiburon Blvd #101

  • 2.5 Bedrooms, 2 Bathrooms, Sleeps 4
  • This Villa is a true masterpiece of gracious living, from the King size bed in the Master Suite, to the…
  • from
  • $73
    nightly

 

Quaint 2 Bedroom Vacation Villa Rental - 2329 Hidden Lake…

  • 2 Bedrooms, 2 Bathrooms, Sleeps 4
  • This Villa is a true masterpiece of gracious living, from the King size bed in the Master Suite, to the…
  • from
  • $50
    nightly

 

Fantastic 4 Bedroom Vacation Home with Private Pool & Spa…

  • 4 Bedrooms, 3 Bathrooms, Sleeps 8
  • This Fantastic home is under Construction. It is one of Briarwoods most requested Grand Venetian Models. The house will have…
  • from
  • $77
    nightly

 

Lakefront 4 Bedroom Family Vacation Home with Pool - 967…

  • 4 Bedrooms, 3 Bathrooms, Sleeps 8
  • This striking home has a view of the pool and lake from almost every room. The moment you enter this…
  • from
  • $100
    nightly

 

Lakefront 4 Bedroom Family Vacation Home Rental - 915 Tivoli…

  • 4 Bedrooms, 3 Bathrooms, Sleeps 8
  • This beautiful home is one of the most desirable floor plans in Briarwood. The home has been constructed on a…
  • from
  • $120
    nightly

 
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