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

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

 

Newly Renovated 3 Bedroom Vacation Home with Pool - 817…

  • 3 Bedrooms, 2 Bathrooms, Sleeps 6
  • This newly renovated home with views of the pool and lake from most every room, make this a bright and…
  • from
  • $150
    nightly

 

Spacious Pet Friendly 3 Bedroom Vacation Home with Pool -…

  • 3 Bedrooms, 2 Bathrooms, Sleeps 6
  • This bright, spacious and comfortable homes has everything a guest could ask for, from The Large Flat Screen TV in…
  • from
  • $90
    nightly

 

Beautiful 3 Bedroom Vacation Home Rental with Private Pool -…

  • 3 Bedrooms, 2.5 Bathrooms, Sleeps 6
  • This beautiful three bedroom home is set In the private gated community of Briarwood, only minutes away from the beach,…
  • from
  • $90
    nightly

 

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
  • Contact Owner

 

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,…
  • from
  • Contact Owner

 

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
  • Contact Owner

 

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
  • Contact Owner

 

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

 
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