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

3 Bedroom Vacation Condo Rental - 326 Dover Place J…

  • 3 Bedrooms, 2 Bathrooms, Sleeps 6
  • This beautiful 3 bedroom 2 bath condo is located in the most requested Sub division in Naples, Briarwood. Located close…
  • from
  • $60
    nightly

 

Pet Friendly 1 and 2 Bedroom Vacation Rental Triplex -…

  • 2 Bedrooms, 2 Bathrooms, Sleeps 6
  • 3311 29th Ave SW Unit B- This adorable country cottage is located just 10 miles east of the beach, yet…
  • from
  • $25
    nightly

 

Pet Friendly 4 Bedroom Family Vacation Home with Pool &…

  • 4 Bedrooms, 3 Bathrooms, Sleeps 8
  • This elegant Briarwood home exemplifies the Florida lifestyle at its best. Luxuriously decorated to an exceptional standard with comfort and…
  • from
  • $80
    nightly

 

4 Bedroom Vacation Home Rental with Private Pool & Spa…

  • 4 Bedrooms, 3 Bathrooms, Sleeps 8
  • The property has been tastefully furnished to the highest standard to ensure your total comfort and piece of mind. Situated…
  • from
  • $100
    nightly

 

Elegant 4 Bedroom Family Vacation Home with Private Pool |…

  • 4 Bedrooms, 3 Bathrooms, Sleeps 8
  • This elegant Briarwood home exemplifies the Florida lifestyle at its best. Luxuriously decorated to an exceptional standard with comfort and…
  • from
  • $100
    nightly

 

Sea Breeze at Bonita Village Resort! 2 Bedroom Delightful Vacation…

  • 2 Bedrooms, 2 Bathrooms, Sleeps 4
  • You'll enjoy the refreshing interior of "Sea Breeze". The open living areas and delightful Lanai offer perfect vacation living and…
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Spanish Wells Luxury 3 Bedroom Golf Course Vacation Home

  • 3 Bedrooms, 3 Bathrooms, Sleeps 8
  • Enjoy a panoramic view of the fairway and green along with a marvelous SW Exposure. The pictures do not reflect…
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Waterfront 2 Bedroom Vacation Rental Home with Boat Dock- 4818…

  • 2 Bedrooms, 2 Bathrooms, Sleeps 4
  • Cute 2 bedroom, 1 bath waterfront location with dock and lift. Residence is small but well-designed and in excellent condition.…
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'My Penthouse Paradise' - The Nicest 1 Bedroom Vacation Rental…

  • 1 Bedroom, 1 Bathroom, Sleeps 2
  • My Penthouse Paradise may be the nicest one bedroom in the Bonita Beach area! Plus, it is hard to beat…
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Bonita Beach 2 Bedroom Vacation Condo - Great Views -…

  • 2 Bedrooms, 2 Bathrooms, Sleeps 4
  • This exquisite, close to the beach hide-a-way features 2 Bedrooms, 2 Baths, and a beautiful view. Enjoy the open kitchen,…
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Bonita Village 2 Bedroom Vacation Resort Condo

  • 2 Bedrooms, 2 Bathrooms, Sleeps 4
  • A Panoramic Resort Pool View sets the stage for a dynamic vacation! This very well located end residence has plenty…
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Bonita Shores 3 Bedroom Vacation Home with Pool - Close…

  • 3 Bedrooms, 2 Bathrooms, Sleeps 6
  • This special home will make your holiday time one to remember! The inside is built for entertaining! Travertine floors, open…
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The Island Beach Club - Oceanfront 2 Bedroom Vacation Condo

  • 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…
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"PARADISE LANDING" for a Tropical Vacation! 3 Bedroom Resort Vacation…

  • 3 Bedrooms, 2 Bathrooms, Sleeps 6
  • A Panoramic Resort Pool View sets the stage for a dynamic vacation! This very well located end residence has plenty…
  • from
  • $995
    weekly

 

3 Bedroom Tropical Vacation Rental Condo at Bonita Village Resort-…

  • 3 Bedrooms, 2 Bathrooms, Sleeps 8
  • Check out this tastefully decorated 3-Bedroom, 2-Bath end residence located in the tropically inspired gated community of Bonita Village. This…
  • from
  • $2850
    weekly

 

CASA BONITA! 3 Bedroom Luxury Resort Vacation Condo at Bonita…

  • 3 Bedrooms, 2 Bathrooms, Sleeps 6
  • This luxurious three Bedroom has been professionally decorated with a tropical flair to complement the Bonita Village Caribbean theme. The…
  • from
  • $995
    weekly

 

MY FLORIDA RETREAT! 2 Bedroom Vacation Rental Condo with all…

  • 2 Bedrooms, 2 Bathrooms, Sleeps 4
  • MY FLORIDA RETREAT features one of the best views of the Bonita Village Resort Pool! This professionally decorated two-bedroom is…
  • from
  • $795
    weekly

 

The Crown Jewel - 2 Bedroom Vacation Condo by the…

  • 2 Bedrooms, 2 Bathrooms, Sleeps 4
  • The Crown Jewel of Bonita Village This exquisite, close to the beach hide-a-way features 2 Bedrooms, 2 Baths, and a…
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SHANGRI-LA! 2 Bedroom Penthouse Vacation Rental Condo

  • 2 Bedrooms, 2 Bathrooms, Sleeps 4
  • SHANGRI-LA is a pool side residence offering easy access to Bonita Village's amazing amenities! We invite you to experience the…
  • from
  • $795
    weekly

 

Beach Love! 3 Bedroom Beachfront Vacation Rental Home

  • 3 Bedrooms, 3 Bathrooms, Sleeps 6
  • Beach Love is for those that must live ON THE BEACH! It is impossilbe to explain the feeling one has…
  • from
  • $2700
    weekly

 

Bonita Queen - 3 Bedroom Resort Vacation Condo

  • 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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Beach Love - Beautiful Tropical 3 Bedroom Vacation Home on…

  • 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

 

My Bonita Beach Retreat - 2 Bedroom Vacation Resort Condo…

  • 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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Grandezza - Upscale 2 Bedroom Plus Den Vacation Condo Rental

  • 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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Castle Lola - 3 Bedroom Luxury Vacation Resort Condo

  • 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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Marbella At Spanish Wells Golf And Country Club - 3…

  • 3 Bedrooms, 2 Bathrooms, Sleeps 6
  • This is a terrific second floor 3-Bedroom, 2-Bath, 1-Car Garage Condo located in the beautiful community of Marbella at Spanish…
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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 #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

 

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

 

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

 

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

 
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