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

 

Island Beach Club #201 - Lake View 2 Bedroom Vacation…

  • 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

 

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

 

Riviera Club #1202 - Oceanfront 2 Bedroom Vacation Condo with…

  • 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

 

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 #306C - 1 Bedroom Vacation Condo…

  • 1 Bedroom, 1 Bathroom, Sleeps 4
  • 1 Bedroom, 1 Bath Condominium. Room divider . King in Master. Small sofa sleeper. White tile throughout. TV & VCR…
  • 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

 

Estero Beach & Tennis #106B - 1 Bedroom Nicely Decorated…

  • 1 Bedroom, 1 Bathroom, Sleeps 2
  • 1 bedroom, 1 bath efficiency which sits on the Gulf of Mexico. The unit is very nicely decorated. WiFi around…
  • 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

 

Bella Lago #331 - 3 Bedroom Corner Unit Vacation Condo…

  • 3 Bedrooms, 2 Bathrooms, Sleeps 6
  • Beautifully decorated three bedroom, two full bath condominium at Bella Lago. Large corner unit with foyer entry, split plan, laundry…
  • from
  • $1500
    weekly

 

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

 

Estero Beach & Tennis #1206A - 1 Bedroom Gulf of…

  • 1 Bedroom, 1 Bathroom, Sleeps 4
  • 1/1, Queen in Master, Sofa Bed in Living Room. TV and DVD. Updated kitchen with dishwasher. Spectacular Gulf of Mexico…
  • from
  • $475
    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

 

Sterling Oaks Villa 3 Bedroom Vacation Home Rental in Naples…

  • 3 Bedrooms, 2 Bathrooms, Sleeps 6
  • Enjoy this delightful attached villa with a private preserve view! This community is very social and has a marvelous club…
  • from
  • Contact Owner

 

4 Bedroom Family Vacation Rental Home with Heated Pool and…

  • 4 Bedrooms, 3 Bathrooms, Sleeps 10
  • The Features of this Marco Island Vacation Rental Home Private Lanai Private dock 2400 square feet under air conditioning Private…
  • from
  • $1355
    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 in…

  • 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

 

Vanderbilt Beach 2 Bedroom Oceanfront Vacation Condo in Naples Florida

  • 2 Bedrooms, 2 Bathrooms, Sleeps 4
  • This North Naples 2 bedroom is within walking distance of Vanderbilt Beach and Delnor-Wiggins Pass State Park. The gated community…
  • 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
  • Contact Owner

 

Angels Vacation Rentals SPECIAL book 7 nts get 8th night…

  • 1 Bedroom, 1 Bathroom, Sleeps 2
  • Welcome: SPECIAL book 7 nights get 8th night free OVERLOOKING BEACH OCT 15 TO NOV 15 ONLY To Angel's Longboat…
  • from
  • $903
    weekly

 

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

 
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