FEATURED FLORIDA SOUTH-WEST, FLORIDA STAYS

Vacation Rentals in Florida South-West, Florida

Every property is professionally managed with 24/7 guest support and a best-rate guarantee through RedAwning. Tap a card to check availability and book direct.

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BEDROOMS
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Showing 28 of 28 properties

  1. Sarasota
    Paradise Palace

    HOUSE

    Paradise Palace

    4 Bedrooms 2 Bathrooms 10 Guests

    Sarasota, FL, Paradise Palace vacation rental.

    Pool Pets OK
    Free cancellation · 24/7 support Book Now
  2. Cape Coral
    Waterfront Luxury Micro Resort Heated Salt Pool

    HOUSE

    Waterfront Luxury Micro Resort Heated Salt Pool

    4 Bedrooms 2 Bathrooms 10 Guests

    Cape Coral, FL, Waterfront Luxury Micro Resort Heated Salt Pool vacation rental.

    Pool
    Free cancellation · 24/7 support Book Now
  3. Marco Island
    Sandcastles of Marco Island Waterfront Private Pool

    HOUSE

    Sandcastles of Marco Island Waterfront Private Pool

    3 Bedrooms 2 Bathrooms 9 Guests

    Marco Island, FL, Sandcastles of Marco Island Waterfront Private Pool vacation rental.

    Pool
    Free cancellation · 24/7 support Book Now
  4. Holmes Beach
    Oasis By The Beach

    TOWNHOUSE

    Oasis By The Beach

    5 Bedrooms 4 Bathrooms 10 Guests

    Holmes Beach, FL, Oasis By The Beach vacation rental.

    Pool Hot Tub
    Free cancellation · 24/7 support Book Now
  5. Holmes Beach
    FootPrints in the Sand

    HOUSE

    FootPrints in the Sand

    4 Bedrooms 3 Bathrooms 8 Guests

    Holmes Beach, FL, FootPrints in the Sand vacation rental.

    Pool Pets OK
    Free cancellation · 24/7 support Book Now
  6. Holmes Beach
    Angel Sea

    HOUSE

    Angel Sea

    6 Bedrooms 3.5 Bathrooms 12 Guests

    Holmes Beach, FL, Angel Sea vacation rental.

    Pool Hot Tub Pets OK
    Free cancellation · 24/7 support Book Now
  7. Holmes Beach
    Mermaid's Crossing

    HOUSE

    Mermaid's Crossing

    4 Bedrooms 3 Bathrooms 8 Guests

    Holmes Beach, FL, Mermaid's Crossing vacation rental.

    Pool Hot Tub
    Free cancellation · 24/7 support Book Now
  8. Holmes Beach
    Seahorse Beach House

    TOWNHOUSE

    Seahorse Beach House

    4 Bedrooms 3 Bathrooms 8 Guests

    Holmes Beach, FL, Seahorse Beach House vacation rental.

    Pool Hot Tub Pets OK
    Free cancellation · 24/7 support Book Now
  9. Holmes Beach
    Salt Air East

    HOUSE

    Salt Air East

    2 Bedrooms 2 Bathrooms 4 Guests

    Holmes Beach, FL, Salt Air East vacation rental.

    Pool Pets OK
    Free cancellation · 24/7 support Book Now
  10. Captiva
    Baywatch Cabin

    HOUSE

    Baywatch Cabin

    2 Bedrooms 1 Bathroom 6 Guests

    Captiva, FL, Baywatch Cabin vacation rental.

    Pets OK
    Free cancellation · 24/7 support Book Now
  11. Anna Maria
    Casa Amiga

    HOUSE

    Casa Amiga

    4 Bedrooms 4.5 Bathrooms 10 Guests

    Anna Maria, FL, Casa Amiga vacation rental.

    Pool Hot Tub Pets OK
    Free cancellation · 24/7 support Book Now
  12. Holmes Beach
    Turtle's Bay

    TOWNHOUSE

    Turtle's Bay

    3 Bedrooms 3.5 Bathrooms 6 Guests

    Holmes Beach, FL, Turtle's Bay vacation rental.

    Pool Hot Tub Pets OK
    Free cancellation · 24/7 support Book Now
  13. Holmes Beach
    Emerald Bay Beach House

    TOWNHOUSE

    Emerald Bay Beach House

    3 Bedrooms 3.5 Bathrooms 6 Guests

    Holmes Beach, FL, Emerald Bay Beach House vacation rental.

    Pool Hot Tub Pets OK
    Free cancellation · 24/7 support Book Now
  14. Holmes Beach
    Starfish Cove

    TOWNHOUSE

    Starfish Cove

    3 Bedrooms 2 Bathrooms 6 Guests

    Holmes Beach, FL, Starfish Cove vacation rental.

    Pool Hot Tub Pets OK
    Free cancellation · 24/7 support Book Now
  15. Holmes Beach
    Caribbean Surf

    HOUSE

    Caribbean Surf

    3 Bedrooms 2 Bathrooms 6 Guests

    Holmes Beach, FL, Caribbean Surf vacation rental.

    Pool Pets OK
    Free cancellation · 24/7 support Book Now
  16. Holmes Beach
    Surf-Side Beach House

    HOUSE

    Surf-Side Beach House

    4 Bedrooms 4.5 Bathrooms 8 Guests

    Holmes Beach, FL, Surf-Side Beach House vacation rental.

    Pool Hot Tub Pets OK
    Free cancellation · 24/7 support Book Now
  17. Captiva
    Aloha Baby

    HOUSE

    Aloha Baby

    5 Bedrooms 4 Bathrooms 12 Guests

    Captiva, FL, Aloha Baby vacation rental.

    Pool Hot Tub Pets OK
    Free cancellation · 24/7 support Book Now
  18. Longboat Key
    Surf and Turf at Cedars East

    TOWNHOUSE

    Surf and Turf at Cedars East

    2 Bedrooms 2.5 Bathrooms 4 Guests

    Longboat Key, FL, Surf and Turf at Cedars East vacation rental.

    Pool
    Free cancellation · 24/7 support Book Now
  19. Holmes Beach
    Paradise Beach House

    HOUSE

    Paradise Beach House

    6 Bedrooms 6.5 Bathrooms 12 Guests

    Holmes Beach, FL, Paradise Beach House vacation rental.

    Pool Hot Tub
    Free cancellation · 24/7 support Book Now
  20. Holmes Beach
    Beach Bliss

    TOWNHOUSE

    Beach Bliss

    3 Bedrooms 3 Bathrooms 6 Guests

    Holmes Beach, FL, Beach Bliss vacation rental.

    Pool Hot Tub Pets OK
    Free cancellation · 24/7 support Book Now
  21. Holmes Beach
    Paradise Found

    HOUSE

    Paradise Found

    6 Bedrooms 6.5 Bathrooms 12 Guests

    Holmes Beach, FL, Paradise Found vacation rental.

    Pool Hot Tub Pets OK
    Free cancellation · 24/7 support Book Now
  22. Holmes Beach
    Kickback Cabana

    HOUSE

    Kickback Cabana

    3 Bedrooms 2.5 Bathrooms 6 Guests

    Holmes Beach, FL, Kickback Cabana vacation rental.

    Pool Hot Tub Pets OK
    Free cancellation · 24/7 support Book Now
  23. Anna Maria
    Vitamin Sea

    HOUSE

    Vitamin Sea

    5 Bedrooms 5 Bathrooms 12 Guests

    Anna Maria, FL, Vitamin Sea vacation rental.

    Pool Hot Tub Pets OK
    Free cancellation · 24/7 support Book Now
  24. Holmes Beach
    Crosswind Cottage

    HOUSE

    Crosswind Cottage

    3 Bedrooms 2.5 Bathrooms 6 Guests

    Holmes Beach, FL, Crosswind Cottage vacation rental.

    Pool Pets OK
    Free cancellation · 24/7 support Book Now
  25. Holmes Beach
    Starfish Isle

    TOWNHOUSE

    Starfish Isle

    4 Bedrooms 3 Bathrooms 8 Guests

    Holmes Beach, FL, Starfish Isle vacation rental.

    Pool Hot Tub Pets OK
    Free cancellation · 24/7 support Book Now
  26. Longboat Key
    Pura Vida at Beach Castle #15

    CONDOMINIUM

    Pura Vida at Beach Castle #15

    2 Bedrooms 2 Bathrooms 6 Guests

    Longboat Key, FL, Pura Vida at Beach Castle #15 vacation rental.

    Pool Hot Tub
    Free cancellation · 24/7 support Book Now
  27. Holmes Beach
    Mermaids Landing

    HOUSE

    Mermaids Landing

    6 Bedrooms 4 Bathrooms 12 Guests

    Holmes Beach, FL, Mermaids Landing vacation rental.

    Pool Hot Tub Pets OK
    Free cancellation · 24/7 support Book Now
  28. Captiva
    Arcadia

    HOUSE

    Arcadia

    4 Bedrooms 4 Bathrooms 12 Guests

    Captiva, FL, Arcadia vacation rental.

    Pool
    Free cancellation · 24/7 support Book Now