Search All Florida Rentals By Owner
Start searching thousands of Florida vacation rentals by owner, spanning from the historic charm of St. Augustine to the tropical paradise of the Florida Keys. Our list includes beachfront condos, cozy cottages, and luxurious beach house villas. Located in sought-after destinations like Pensacola, Destin, Panama City Beach, Anna Maria Island, and everywhere in between, your dream Florida getaway awaits. Use the filters and start your search below.
Islamorada - Oceanfront - Private 1 acre Estate | Heated Pool - 4000 sq.ft | 4 Bed + Den | 5 Bath | Dockage
Islamorada Vacation RentalsGypsy Wind Island Retreat
North Captiva Island Vacation RentalsTropical Tiki Oasis Near Disney in *BRAND NEW* Luxury Resort with Lazy River
Davenport Vacation RentalsPUTTING GREEN. DISC GOLF. SHUFFLEBOARD. HTD POOL. KIDS THEMED BUNK ROOM. CHAIR LIFT
Bradenton Vacation RentalsLuxury Villa, 6 Bdrooms 6 Bath, Outdoor Kitchen with 65
Davenport Vacation RentalsSurfside 601 - Beachfront Penthouse 4 BR 3.5 BA with Private Balcony
Clearwater Beach Vacation RentalsSugar & Salt - 6Bedrooms, Villages of Crystal Beach Sleeps 16! Lagoon Pool
Destin Area Vacation RentalsElevator! Spacious Luxury Home Heated Pool & Spa. 3 min walk to Beach!! 3-7 nt stays
Anna Maria Island Vacation RentalsVilla Vittoria - Destin Gulf Front
Destin Area Vacation RentalsNext availability May 24th 2025 -OCEANFRONT - 6 Bed/6.5 Bath PRIVATE 2 ACRE ESTATE | HEATED POOL | FISHING DOCK
Islamorada Vacation RentalsCREEKSIDE PALMS: 4 mi. to ANNA MARIA ISLAND, Sleeps 14, Heated Pool, Fishing, Kayak and Beach Gear!
Bradenton Vacation RentalsRolling Skies Poolside Cinema By Disney | Free BBQ
Davenport Vacation RentalsSunny Isles - Ocean Reserve building - 3 bedroom / 2 bathroom - Sleeps 10
Sunny Isles Beach Vacation RentalsWatch Dolphins Swim By! <50 Steps to Beach!
Destin Area Vacation RentalsCozy Coastal Getaway in PCB - Sleeps 12 Comfortably
Panama City Beach Vacation RentalsLuxury Private Vacation Estate on Sanibel
Sanibel Island Vacation Rentalsupscale 4 bedroom waterfront house- Just a short 7 minute walk to beach
RuskinDESTIN|MIRAMAR|5 BR home w/ lg pool, game room,private beach access,beach svc
Destin Area Vacation RentalsFully Renovated, 200 feet from Beach Access, Ocean views, and Pet Friendly
Panama City Beach Vacation RentalsMy Margarita Time-Best Dadgum Beach House in Destin. Can be booked as 4,5,or 7 bedroom & bath
Miramar Beach Vacation RentalsBEACH RETREAT WEST! Huge pool & hot tub! 6 bedrooms 6.5 bathrooms!
Destin Area Vacation RentalsUpscale Disney Resort : Heated Pool, Waffle Bar, BBQ Grill, Fire Pit, Lazy River, Clubhouse, Games, Cinema, EV
Davenport Vacation RentalsSirenia By The Sea - Renovated - 5/5 Waterfront Dock Pool Hot Tub Putting Green - Steps to the Beach
Anna Maria Vacation RentalsWaterfront Paradise on Canal W/New Pool
Lower Matecumbe Key Vacation Rentals9 Bed 5 Bath Pool Home Mins to Disney From $175 PN
Davenport Vacation RentalsSummerland Breeze: 28 NIGHT MINIMUM! CHECK OUT OUR JUNE SPECIAL! A three-house resort style getaway in the Florida Keys
Summerland Key Vacation RentalsLuxury Resort Style Family Vacation Stays in the Florida Keys
Marathon Area Vacation RentalsLuxe Canal Villa - Waterfront Cape Coral Luxury Rental
Cape Coral Vacation RentalsSirenia Cove - Htd Pool Hot Tub Waterfront Dock Ping Pong Outdoor Bar Backyard Beach Walk to Beaches
Anna Maria Vacation Rentals5 STAR - 3BR/3BA stunning family condo - HEATED pool - Walk to beach
Madeira Beach Vacation RentalsNew! Waterfront Views w/Private Heated Pool/Spa & Luxury Resort Amenities Sleeps 16
Anna Maria Vacation RentalsBeach Retreat East! Huge pool & hot tub 6 Bedrooms 6.5 baths!
Destin Area Vacation RentalsPrivate Yard, 2 King Suites & Game Room Oasis!
Cape Coral Vacation RentalsDirect Intracoastal Waterfront Home ~ Million Dollar View
Fort Lauderdale Vacation RentalsWaterfront-Dolphins-Manatees-Pool-Dock-Beach-BEAGLE POINT!!
Melbourne Beach Vacation RentalsBridge Escape in North Fort Myers, FL
North Fort Myers Vacation RentalsStep into the villa and you will go WOW!!!-3 miles to Disney
Kissimmee Vacation RentalsSUPER HOUSE, NEW BUILD! SLEEPS 40!
Destin Area Vacation RentalsSandy Shores: Private beach, private pool, GAMEROOM, beach chairs
Panama City Beach Vacation RentalsSirenia Beach House - We're Open! - Backyard Beach Waterfront Dock Pool Spa Putting Green Tiki Hut Walk to Beaches
Anna Maria Vacation Rentals6 Bedrm Waterfront Home with Amazing Sunset Views
Cape Coral Vacation RentalsGRAYT ESCAPE! Private Pool & Spa, 6 BR, 6.5 BATH SLEEPS 18!
Destin Area Vacation RentalsAlecassandra Vacation Villas - Family Reunion Location, Villa 4 & 5, 4BR, 4BA, Sleeps 12
Bradenton Beach Vacation Rentals10 min to Disney, 35 min to Universal Studios! Enjoy Your Own Orlando Private Paradise, 4 bedroom/3bath - private pool!
Kissimmee Vacation RentalsWaterfront Key Largo 5 bedroom 6 bath house CASA BAHIAMAR
Anglers Park Vacation RentalsOCEAN FRONT OASIS PRIVATE RESORT- WITH PROTECTED 45' BOAT SLIP
Key Largo Vacation RentalsNew house w/pool, 5 miles from the beach
Rotonda West Vacation RentalsFL Sundowner Beachfront Beach House Rental - Indian Rocks Beach, FL
Indian Rocks Beach Vacation RentalsDisavillatee: Wheelchair Accessible Orlando Home with Private Pool
Davenport Vacation RentalsEntire Duplex W/2 Golf Carts and Pool on Anna Maria Island
Bradenton Beach Vacation Rentals4/3 Waterfront House, Private Beach & Boat Ramp, 100ft+ Dock - Monthly Stays Only
Islamorada Area Vacation RentalsDirect Ocean Front Estate on 3.5 acres, HUGE salt pool & Hot tub, Private Basin 100s feet of Dockage
Islamorada Vacation RentalsSouth Sunny Pool & Spa | FREE Pool Heat | Disney Vacation | Windsor Hills
Kissimmee Vacation RentalsHeatedPool|Walk2Beach|Firepit|Arcade|6 Cars
Miramar Beach Vacation RentalsBLUE LAGOON - 4 Bed 4 bath Duplex Anna Maria Island Vacation Rental with Heated Pool
Anna Maria Vacation RentalsC VIEW - 5 Bedroom Vacation Rental on Anna Maria Island with Heated Pool close to Beach
Anna Maria Vacation RentalsANCHOR SPLASH - 4 Bedroom Hot Tub Heated Pool Historic Cottage - Anna Maria Island Rental
Anna Maria Vacation RentalsFLIP FLOPS FOREVER - Beach House with Heated Pool and Putting Green - Anna Maria Island Rentals
Holmes Beach Vacation RentalsBest Deal on Amelia Island $2200/wk Special- Sea Castles #4 Longer Stays Welcome- Pet Friendly
Amelia Island Vacation RentalsSUMMER RETREAT - Quiet Beach House with Private Pool and Hot Tub - Anna Maria Island Vacation Rental
Bradenton Beach Vacation RentalsBrand New Luxury Rental 5Bdr 4.5Bath Solterra Resort - Pool, Tennis, Near Disney
Davenport Vacation RentalsNavarre Wedding House 5BR 3BA - Wedding and Events Welcome - Sleeps 18
Navarre Beach Vacation RentalsVitamin Sea has everything! Heated pool & spa, elevator, rooftop deck, water views +++
Anna Maria Vacation Rentals5 Bedroom Pool Home Vacation Rental - Hollywood Florida Sleeps 25!
Hollywood Vacation RentalsSea Salt, Gulf front, 6 BR, 5.5 Ba, Sleeps 14, Private Pool, Elevator, Dog Friendly, beach access
Cape San Blas Vacation RentalsPet Friendly, Beach Access, Private Pool, Bay View, Golf Cart!
St George Island Vacation RentalsSalty Pirate - This home sustained storm damage and is currently undergoing necessary assessments and preparations, with availability for guests anticipated in 2025.
Anna Maria Vacation RentalsBeachfront! White Sands Townhouse #419, Elevator
Pensacola Beach Vacation RentalsGorgeous House Largest Private Pool! Have Your Ultimate Beach Vacation Here!
Pensacola Beach Vacation RentalsStunning Disney Deluxe Resort Theme, Pool/Spa
Davenport Vacation RentalsDESTIN LUXURY BEACH FRONT - 8 BED 6 BATH 50' PRIVATE BEACH SLEEPS 22!
Sandestin Area Vacation RentalsLuxury Palm Tree Two / 3 KING BEDS Free HEATED pool, 7 person hot tub
Apollo Beach Vacation RentalsMermaid's Crossing 4 bed, 3 bath heated pool and spa
Holmes Beach Vacation RentalsSerene Keys Retreat - Monthly Vacation Rental
Summerland Key Vacation Rentals$3999 ANY WEEK Rental Rate September - December 2024
Marathon Vacation RentalsSingle-Level Retreat w Golf Cart! Resort Pool,Pets
Destin Area Vacation RentalsTwin Palms: Big House Steps to the Beach, Kid/Infant/Pet Friendly, Lush Private Pool
Holmes Beach Vacation RentalsMagical Family Retreat Close to Disney Universal Games Lake Views PoolSpa Resort
Kissimmee Vacation Rentals551 Villa 8BD Pool/Spa - Game room & Movie room
Kissimmee Vacation RentalsMiami Pool House Rental with Waterfront Dock!
Miami Vacation RentalsNEW! 4 bdr| Game Room|Close2Downtown|Pet-Friendly
St Augustine Vacation RentalsIsland Girl East & West - Heated Pool, Covered Porches, Walk to Beach
Anna Maria Island Vacation Rentals$2999. Rental Rate - Any Week in 2025! except holidays
Marathon Vacation RentalsCottage by the Sea - Melbourne Monthly Rental Bungalow Ground Floor
Melbourne Beach Vacation RentalsPet Friendly, Across From Beach, Private Pool, Free Beach Gear!
St George Island Vacation RentalsPARADISE BEACH HOUSE 6BDs 6.5 bath Block to Beach Private HEATED Pool & Spa, Free WiFi
Holmes Beach Vacation RentalsPet Friendly, Private Pool, Beach Front, Hot Tub, Free Beach Gear!
St George Island Vacation RentalsTiki Time by Beach Boutique Rentals
Bradenton Vacation RentalsParadise Found 6 bed 6.5 bath Heated Pool & Hot TUB Bikes Free Wifi
Holmes Beach Vacation RentalsBeach front access, private pickleball court, pool & hot tub, dog-friendly
St George Island Vacation Rentals4 BR 3 BA Private Pool with Waterfall and Spa
Santa Rosa Beach Vacation RentalsStunning villa. South facing pool. Pet friendly. Near Disney (ref 103)
Kissimmee Vacation Rentals307 65th St Brand new 5 bed, 4 bath island beauty Heated pool & spa, free WiFi, sleeps 12
Holmes Beach Vacation RentalsSPACIOUS OCEANFRONT March / April Availability Near Sawgrass TPC & St. Augustine
South Ponte Vedra Beach Vacation RentalsBeauty On The Island - Palm Island Beach House Rental
Palm Island Vacation RentalsFamily Retreat Florida Keys - Perfect for Large Groups - Private Beach and Pool!
Cudjoe Key Vacation RentalsSunshine Beach House - Pensacola Beach Luxury Beach House Rental with Pool - Across from Beaches!
Pensacola Beach Vacation RentalsDog Friendly, Community Pool, Across from Beach, Sunset Beach
St George Island Vacation RentalsAcross Street From Beach with bay views and FREE BEACH GEAR CREDIT INCLUDED!
St George Island Vacation RentalsSummerland Nest - Oceanfront with pool
Summerland Key Vacation RentalsFamily Fun House Palm Harbor Retreat! Heated Pool, Game Room, Bikes, Kayaks & Near Beaches – Perfect Family Getaways!
Palm Harbor Vacation RentalsStay 4 nights for additional discounts in February! 8 min to Beach/IMG
Bradenton Vacation RentalsTwin Palms Oasis Heated Pool 2M to Beach Remodeled
Seminole Vacation RentalsPrivate Pool, St George Plantation, Beach Access, St George Island
St George Island Vacation RentalsLido Luxury Lookout Home - Monthly Rental
Lido Key / St Armand's Vacation RentalsBeach Front, Pet Friendly, Swimming Pool, FREE Beach Gear!
St George Island Vacation RentalsA true gulffront property. A 4 bedroom Gulf Front unit (BEACHROAD98)
Scenic Gulf Drive East - 30A Vacation RentalsConch Out Beach House! 4 bed 3 bath HUGE yard, heated pool & spa, gazebo
Holmes Beach Vacation RentalsSay YES to Spring at our Private Home by Crystal Beach with Heated Pool!
Destin Area Vacation RentalsVILLA BONITA-5 Bedroom-Direct Boating Access
Marco Island Vacation RentalsOasis -Oceanfront tropical home with pool and dock
Summerland Key Vacation RentalsFAMILY REUNIONS ARE IMPORTANT. LET US HOST YOURS.
New Smyrna Beach Vacation RentalsLuxury villa with private south-facing pool and private home theater
Kissimmee Vacation RentalsAcross Street From Beach, Private Pool, Fenced Yard, Pet Friendly!
St George Island Vacation RentalsFandango - 5 Bedroom Florida Keys Beach House Rental
Cudjoe Key Vacation RentalsTIME 4 U Estate: Pool, Hot Tub, Pickle Ball, Tennis, Bocce Ball, Fire Pit + More
Naples Vacation RentalsCome Stay @ Endless Summer! (8/8 and 4/4 options available!)
Fort Lauderdale Vacation RentalsSunshine Cottage Anna Maria Island - Waterfront Pool Home with Boat Dock! New Construction and open post-hurricanes!!
Anna Maria Vacation RentalsStunning Waterfront Resort Pool Spa Kayak SUP Dock Pets Friendly
Apollo Beach Vacation RentalsCASA AMIGA 4 b, 4 b, heated pool and spa, rooftop deck, water views , elevator
Anna Maria Vacation RentalsBeach View, Across the Street from Beach, Swimming Pool, and Bay View!
St George Island Vacation RentalsMariner's Crossing - Stunning Luxury Home w/ Gulf Views From Every Room, Rooftop Deck, & Pool/Spa
Anna Maria Island Vacation RentalsDog-Friendly, Resort Pool, Free Beach Gear, 2-min Walk To Beach!
St George Island Vacation RentalsEnglewood Villa - 3 BR, 2 BA, Pet Friendly
Englewood Vacation RentalsFloridian Hideaway - 6 Bedroom / 5 Bath Lakefront Home, Providence Golf Resort, private pool, golf course.
Davenport Vacation RentalsOceanwalk 7-404 3 bed-2 bath condo-new Smyrna beach Florida
New Smyrna Beach Vacation RentalsMermaid's Landing - Stunning 6 bed 4 bath home heated pool and spa rooftop deck + more!
Bradenton Beach Vacation RentalsStunning 6 bedroom villa rental - Bella Vida Resort (ref 49)
Kissimmee Vacation RentalsOpus Daytona 804 Oceanview Condo Daytona Shores 3 bed, 3 bath
Daytona Beach Vacation RentalsA SHORE THING - Second To None Spacious Waterfront Luxury! Dock, Pool, Spa, Rooftop Water Views!
Anna Maria Vacation RentalsSUNSHINE ESCAPE VILLA -Saltwater South Pool
Kissimmee Vacation RentalsAloha Oasis ★ Windsor Island ★ 8 Miles to Disney ★ Private Pool ★
Davenport Vacation RentalsBellissimo, A true gulf front house with a heated balcony pool
Navarre Beach Vacation RentalsCharming Beachside Home, The Perfect Beach Getaway
Pensacola Beach Vacation RentalsFamily Tides - Newly Renovated, 2 Homes in 1, Just Steps to Beach with Rooftop Gulf Views, Heated Pool, Close to Bridge St
Anna Maria Island Vacation RentalsBeach Front Views, Private Pool, Private Mini-Putting Green, Free Beach Gear!
St George Island Vacation RentalsBeautiful Townhome Directly on the Beach in Santa Rosa Beach, FL - Sea Haunts
Santa Rosa Beach Vacation RentalsEast End, Beach Front, Sleeps 14, Communal Pool & Tennis Court
St George Island Vacation RentalsWELCOME TO PARADISE! Beautiful, Large Home with Private Pool
Santa Rosa Beach Vacation RentalsBeach Front, Pet Friendly, Private Swimming Pool, Beach Gear Credit!
St George Island Vacation RentalsEntire House • 2 Condos • Walk to Beach • Heated Pool • Elevators • Roof Top
Bradenton Beach Vacation RentalsMagical 7BR Retreat w/Pool, Arcade, & Themed Rooms
Davenport Vacation RentalsPrivate Pool, Pet-friendly, less than 5 minute walk to beach!
St George Island Vacation RentalsSTUNNING 5 BEDROOM 4 BATHROOM DREAM HOUSE WITH BACKYARD OASIS, STEPS TO THE BEACH
Holmes Beach Vacation RentalsBlue Breeze in the Heart of the Keys
Marathon Area Vacation Rentals7BR Gulf Views, Large Private Pool/Spa, Private Beach/Gated Community, Sleeps 20
Destin Area Vacation RentalsPet Friendly, Beach Front, Swimming Pool, St George Island
St George Island Vacation RentalsFlorida Rentals
Depending on the location vacation rentals in Florida may be minimum stay restrictions and preferred turnover days.
- Hosts in off the beaten path locations often rent homes for nightly stays
- Nightly rentals can be found more readily in the low season throughout Florida
- Some hosts in busier cities may require 7 night min stays with check in's on Fridays or Saturdays.
- Monthly and seasonal rentals can be found in cities that are restricted to 28 night stays.
- Check information further below to help narrow down your search.
Popular Florida Rentals Searches
Click on the option below for a quick search navigation for Florida vacation rental by owner rentals.
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Where to Search for Monthly and Seasonal Florida Rentals?
Discover the perfect escape with our monthly and seasonal Florida rental locations, offering flexibility and comfort for extended stays. From the laid-back beaches of the Gulf Coast to the vibrant cities of Naples and the Florida Keys, we offer a diverse portfolio of properties spanning across the Sunshine State, catering to every preference and lifestyle. Whether you're seeking a winter retreat to soak up the sun or a summer getaway to explore the cultural delights of Florida's cities, our rental locations provide the ideal home base for your extended stay. With options ranging from beachfront condos and cozy cottages to spacious villas and urban apartments, you can immerse yourself in the beauty and excitement of Florida for as long as you desire.