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

Eden House #202 - Gorgeous 2 Bedroom Oceanfront Vacation Condo…

  • 2 Bedrooms, 2 Bathrooms, Sleeps 6
  • What a beautiful unit with a gorgeous view of the Gulf! King in master, queen in guest & sleeper sofa…
  • from
  • $800
    weekly

 

Bella Lago #122 - Lakeview 2 Bedroom Vacation Condo Rental

  • 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 #306 - Corner Unit Beachfront 2 Bedroom Vacation…

  • 2 Bedrooms, 2 Bathrooms, Sleeps 6
  • Corner unit with southern exposure and great gulf views. King in the master, Full in the guest and sofa sleeper…
  • from
  • $800
    weekly

 

Carlos Pointe #211 - Oceanfront 2 Bedroom Corner Unit Vacation…

  • 2 Bedrooms, 2 Bathrooms, Sleeps 6
  • Beautifully decorated, newly remodeled corner unit. 2 bdrm/2 bath, King in master, 2 twins in guest, Queen sofa sleeper, TV/DVD…
  • from
  • $850
    weekly

 

Eden House #PH2 - 2 Bedroom Penthouse Vacation with Gulf…

  • 2 Bedrooms, 2 Bathrooms, Sleeps 6
  • Sweeping gulf views from this 2/2 penthouse unit. King in master, Double in guest and queen sofa sleeper. TV's in…
  • from
  • $800
    weekly

 

Sunset #102 - Lovely 2 Bedroom Vacation Condo Rental with…

  • 2 Bedrooms, 2 Bathrooms, Sleeps 4
  • 2 Bedroom, 2 Bath Condominium Queen in master, Daybed in guest...Lovely unit on great beach! 2 TV's/VCR, new appliances,carpets in…
  • from
  • $800
    weekly

 

Casa Marina #424 - 2 Bedroom Nicely Decorated Vacation Rental…

  • 2 Bedrooms, 2 Bathrooms, Sleeps 6
  • 2 bdrm/2 bath, King in master, twins in guest, very nicely decorated. Sofa sleeper in the living room. NON SMOKING,…
  • from
  • $700
    weekly

 

Lovers Key Beach Club #1107 - 1 Bedroom Adult Only…

  • 1 Bedroom, 1 Bathroom, Sleeps 4
  • 1 bedroom/1 bath, king in the master, sofa bed, tile throughout. Updated unit with spectacular views, flat screen TV/DVD in…
  • from
  • $450
    weekly

 

Estero Yacht and Racquet # 311 - Canal front 1…

  • 1 Bedroom, 1 Bathroom, Sleeps 4
  • 1 Bedroom, 1.5 Bath completely remodeled canal front condo. Ground level walk right out to gardened grounds. Enjoy watching all…
  • from
  • $500
    weekly

 

21560 Indian Bayou house - Spacious 2 Bedroom Waterfront Vacation…

  • 2 Bedrooms, 2 Bathrooms, Sleeps 6
  • Beautifully decorated and spacious two bedroom, two bath waterfront home. Great neighborhood with deeded beach access across the street. Quiet…
  • from
  • $750
    weekly

 

Estero Beach & Tennis #202A - 1 bedroom Partial Gulf…

  • 1 Bedroom, 1 Bathroom, Sleeps 4
  • 1 Bedroom, 1 Bath, queen in master, TV with DVD/VCR in living room, fans in every room. Tile throughout, there…
  • from
  • $450
    weekly

 

Estero Beach & Tennis #105B - 1 Bedroom Vacation Rental…

  • 1 Bedroom, 1 Bathroom, Sleeps 4
  • 1st floor EBT unit with Gulf and Pool view, King in bedroom, sofa sleeper in Livingroom, flat screen TV, washers…
  • from
  • $450
    weekly

 

Carlos Pointe #131 - 2 Bedroom Oceanfront Vacation Rental Condo

  • 2 Bedrooms, 2 Bathrooms, Sleeps 6
  • Direct beach front condo with a wide sandy beach overlooking Big Carlos Pass.two bedroom, two full bath with tile and…
  • from
  • $750
    weekly

 

Carlos Pointe #231 - Oceanfront 2 Bedroom Family Vacation Rental…

  • 2 Bedrooms, 2 Bathrooms, Sleeps 6
  • Direct beach front condo with a wide sandy beach overlooking Big Carlos Pass. Immaculate and beautifully decorated two bedroom, two…
  • from
  • $750
    weekly

 

Estero Beach & Tennis #1105A - Direct Gulf Front 1…

  • 1 Bedroom, 1 Bathroom, Sleeps 4
  • 1 Bedroom, 1 Bath Condominium, King in Master, Queen sofa sleeper Excellent A+++ view, Pool, 4 Tennis Courts, Shuffleboard, gas…
  • from
  • $500
    weekly

 

Marina Towers #605 - 3 Bedroom Beach Vacation Condo Rental…

  • 3 Bedrooms, 2 Bathrooms, Sleeps 6
  • Magnificent Gulf and Bay views from this sixth floor condominium at Marina Towers. Located on Estero Bay at the very…
  • from
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Estero Beach & Tennis #701A - 1 Bedroom Beachfront Condo…

  • 1 Bedroom, 1 Bathroom, Sleeps 4
  • Great south island location for this well maintained efficiency condominium. Beachfront location with on site amenities including tennis courts, swimming…
  • from
  • $525
    weekly

 

Waterside IV #473 - Deluxe 2 Bedroom Plus Den Vacation…

  • 2 Bedrooms, 2 Bathrooms, Sleeps 4
  • Breathtaking unobstructed views of Estero Bay from this deluxe two bedroom plus den, two full bath condominium. Seventh floor location,…
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Sandarac #702B - Beachfront 3 Bedroom Vacation Condo

  • 3 Bedrooms, 2 Bathrooms, Sleeps 6
  • Direct beachfront three bedroom condominium at Sandarac on Fort Myers Beach. Outstanding views from this seventh floor unit offering three…
  • from
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Estero Beach & Tennis #506A - 1 Bedroom Oceanfront Vacation…

  • 1 Bedroom, 1 Bathroom, Sleeps 4
  • Great south island location for this well maintained efficiency condominium. Beachfront location with on site amenities including tennis courts, swimming…
  • from
  • $500
    weekly

 

My Florida Paradise! 2 Bedroom Vacation Condo at Bonita Village…

  • 2 Bedrooms, 2 Bathrooms, Sleeps 6
  • This 2-Bedroom residence is perfectly located within Bonita Village Resort. You will appreciate the casual upscale living combined with this…
  • from
  • $795
    weekly

 

Pet Friendly 3 Bedroom Vacation Home Rental with Private Pool…

  • 3 Bedrooms, 3 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
  • $90
    nightly

 

Elegant 3 Bedroom Vacation Home with Private Pool -1063 Tivoli…

  • 3 Bedrooms, 2 Bathrooms, Sleeps 6
  • The elegant town of Naples is sited on Florida's Gulf Coast, famous for miles of beautiful, white sandy beaches and…
  • from
  • $90
    nightly

 

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…
  • from
  • Contact Owner

 

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…
  • from
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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.…
  • from
  • Contact Owner

 

'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…
  • from
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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,…
  • from
  • Contact Owner

 

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…
  • from
  • Contact Owner

 

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…
  • from
  • Contact Owner

 

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…
  • from
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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…
  • from
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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…
  • from
  • Contact Owner

 

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…
  • from
  • Contact Owner

 

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…
  • from
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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,…
  • from
  • Contact Owner

 

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…
  • from
  • Contact Owner

 

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…
  • from
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