Florida Vacation Rentals

Home
Search
Search All Listings

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.

View on map

Need Help?

1-877-735-2726 9AM - 5PM (Eastern Time) Monday - Friday
9AM - 5PM (Eastern Time) Saturday - Sunday

Featured

From/Per night^$285

Direct Oceanfront - Heated Pool & Hot Tub

Daytona Beach Shores Vacation Rentals

3/BR 3/BA SLEEPS 8

Featured

From/Per night^$180

Comforts of Home in Secure Gated Community Over Bridge from AMI Now Available Snowbird Season 2026!

Anna Maria Vacation Rentals

2/BR 2/BA SLEEPS 6

Featured

From/Per night^$265

Newly Renovated 3/2 west of 41 in Parkshore! $8500 monthly for annual, seasonal pricing varies.

Naples Vacation Rentals

3/BR 2/BA SLEEPS 5

Featured

From/Per night^$180

Casa Gucci - Anna Maria Island Vacation Rental

Holmes Beach Vacation Rentals

2/BR 2/BA SLEEPS 6

Highlighted

Nov & Dec Now From $1,699/wk* - Backyard Beach Waterfront Dock Pool Spa Putting Green Tiki Hut Walk to Beaches

Last Minute!

From/Per night^$243

**Nov & Dec Now From $1,699/wk* - Backyard Beach Waterfront Dock Pool Spa Putting Green Tiki Hut Walk to Beaches**

Anna Maria Vacation Rentals

4/BR 3/BA SLEEPS 10

Highlighted

Nov/Dec Deals from $175/nt* - Htd Pool Hot Tub Waterfront Dock Ping Pong Outdoor Bar Backyard Beach Walk to Beaches

Last Minute!

From/Per night^$175

**Nov/Dec Deals from $175/nt* - Htd Pool Hot Tub Waterfront Dock Ping Pong Outdoor Bar Backyard Beach Walk to Beaches**

Anna Maria Vacation Rentals

4/BR 3/BA SLEEPS 12

From/Per night^$250

Private Pool, Dock & Gulf Access: Cape Coral Home!

Cape Coral Vacation Rentals

4/BR 2.5/BA SLEEPS 8

From/Per night^$98

Cozy Studio - Tudor Getaway Resort - Heated Pool

Cape Coral Vacation Rentals

1/BR 1/BA SLEEPS 2

From/Per night^$350

Diving, Fishing, Snorkeling, Kayaking Paradise - Golf Cart Included!

Key Largo Vacation Rentals

2/BR 2/BA SLEEPS 6

From/Per night^$400

Key Largo Ocean Front Villa with Dock and Incredible views

Key Largo Vacation Rentals

3/BR 3/BA SLEEPS 6

From/Per night^$301

Beachfront condo on Siesta Key can't get much closer to the gulf!

Siesta Key Vacation Rentals

2/BR 2/BA SLEEPS 6

From/Per night^$275

Coral Shores

Bradenton Vacation Rentals

3/BR 2.5/BA SLEEPS 8

From/Per night^$1450

EMERALD OASIS - NEW BUILD

Miramar Beach Vacation Rentals

9/BR 10/BA SLEEPS 34

From/Per night^$750

New! Waterfront Views w/Private Heated Pool/Spa & Luxury Resort Amenities Sleeps 16

Anna Maria Vacation Rentals

6/BR 4/BA SLEEPS 16

From/Per night^$125

OCEAN FRONT KING BDR, 2 BATHS, BUNK RM, FREE BEACH CHAIRS, NEAR PIER PARK

Panama City Beach Area Vacation Rentals

1/BR 2/BA SLEEPS 4

From/Per night^$200

FAMILY FRIENDLY: BOOK NOW. 2ND FLOOR UNIT OVERLOOKING THE BEAUTIFUL GULF.

Panama City Beach Vacation Rentals

2/BR 2/BA SLEEPS 8

From/Per night^$1200

BAY BEAUTY

St Petersburg Vacation Rentals

4/BR 3/BA SLEEPS 10

From/Per night^$335

Diving, Fishing, Snorkeling, Kayaking Paradise

Key Largo Vacation Rentals

2/BR 2/BA SLEEPS 6

From/Per night^$165

Villa Sandpiper

Holmes Beach Vacation Rentals

3/BR 2.5/BA SLEEPS 6

From/Per night^$99

$99/Nt ~ Jan 3-24 ~ Only 4 Doors to the Beach! Cute and Clean!

Panama City Beach Vacation Rentals

2/BR 1/BA SLEEPS 6

From/Per night^$150

Emerald Grande On The Harbor Walk Destin Fl

Destin Area Vacation Rentals

3/BR 3/BA SLEEPS 8

From/Per night^$300

Family vacation on AMI w/pool 4BR, 2.5BA, 8 guests

Holmes Beach Vacation Rentals

4/BR 2.5/BA SLEEPS 8

From/Per night^$125

Nokomis Monthly Vacation Rental - Home Away from Home

Nokomis Vacation Rentals

2/BR 2/BA SLEEPS 4

From/Per night^$550

CASA CAYO BY THE SEA ~ Waterfront Paradise

Key Largo Vacation Rentals

2/BR 3/BA SLEEPS 6

Previous Page Previous
1043 total results - Page 1 of 44
Next Page Next

Florida 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.

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.

Florida Rentals by Owner

Search All Florida Rentals By Owner

Florida Rentals

Popular Florida Rentals Searches

Where to Search for Monthly and Seasonal Florida Rentals?

Popular Monthly and Seasonal Locations

Register

Already have an account?

Florida Vacation Rentals

Search All Florida Rentals By Owner

Direct Oceanfront - Heated Pool & Hot Tub

Comforts of Home in Secure Gated Community Over Bridge from AMI Now Available Snowbird Season 2026!

Newly Renovated 3/2 west of 41 in Parkshore! $8500 monthly for annual, seasonal pricing varies.

Casa Gucci - Anna Maria Island Vacation Rental

Nov & Dec Now From $1,699/wk* - Backyard Beach Waterfront Dock Pool Spa Putting Green Tiki Hut Walk to Beaches

Nov/Dec Deals from $175/nt* - Htd Pool Hot Tub Waterfront Dock Ping Pong Outdoor Bar Backyard Beach Walk to Beaches

Private Pool, Dock & Gulf Access: Cape Coral Home!

Cozy Studio - Tudor Getaway Resort - Heated Pool

Diving, Fishing, Snorkeling, Kayaking Paradise - Golf Cart Included!

Key Largo Ocean Front Villa with Dock and Incredible views

Beachfront condo on Siesta Key can't get much closer to the gulf!

Coral Shores

EMERALD OASIS - NEW BUILD

New! Waterfront Views w/Private Heated Pool/Spa & Luxury Resort Amenities Sleeps 16

OCEAN FRONT KING BDR, 2 BATHS, BUNK RM, FREE BEACH CHAIRS, NEAR PIER PARK

FAMILY FRIENDLY: BOOK NOW. 2ND FLOOR UNIT OVERLOOKING THE BEAUTIFUL GULF.

BAY BEAUTY

Diving, Fishing, Snorkeling, Kayaking Paradise

Villa Sandpiper

$99/Nt ~ Jan 3-24 ~ Only 4 Doors to the Beach! Cute and Clean!

Emerald Grande On The Harbor Walk Destin Fl

Family vacation on AMI w/pool 4BR, 2.5BA, 8 guests

Nokomis Monthly Vacation Rental - Home Away from Home

CASA CAYO BY THE SEA ~ Waterfront Paradise

Key Largo Rental Fantastic Views

Manatee Corner, Paradise Found

Yacht Sea

Welcome to Casa Del Sol, a Key West Vacation...

Of Course it has GREAT GULF VIEWS! It's the front Unit! Sleeps 4

GRAYT ESCAPE! Private Pool & Spa, 6 BR, 6.5 BATH SLEEPS 18!

My Margarita Time-Best Dadgum Beach House in Destin. Can be booked as 4,5,or 7 bedroom & bath

Modern Madeira del Mar 3BR/3BA Condo • Heated Pool • Walk to Beach • Sleeps 10

MILLION DOLLAR VIEW END UNIT - SUMMERHOUSE, Panama City Beach , Florida Vacation Rental by Owner

Direct Oceanfront Luxury Condo Melbourne Beach Florida with 3 Oceanfront and 1 Intercoastal Balcony!

CALYPSO DOLPHIN 3-305 FREE BEACH SETUPS!

New Listing! Direct oceanfront Cocoa Beach monthly vacation rental

Sugar & Salt - 6Bedrooms, Villages of Crystal Beach Sleeps 16! Lagoon Pool

Anna Maria Island Steps to Beach | Pool & Hot Tub | 3BR, 2BA & Balcony

Americana AMI Lighthouse 3BR w/pool + rooftop deck

Sunny Isles - Ocean Reserve building - 3 bedroom / 2 bathroom - Sleeps 10

Sea Salt, Gulf front, 6 BR, 5.5 Ba, Sleeps 14, Private Pool, Elevator, Dog Friendly, beach access

Ciboney 2006

Summer Weeks $2,200/wk - Sea Castles #7 (Bare Feet Retreat) Longer Stays from $2,900 mth Ocean View

REGENCY TOWERS CONVENIENT 2ND FLOOR

Nest on the Beach is magical!

Beautiful Oceanfront 2BR Condo | Pool & Hot Tub Ke

Fully Renovated, 200 feet from Beach Access, Ocean views, and Pet Friendly

Beautiful Classy Gulf Coast Anna Maria Island, Private Pool, Close to Beach

SO CLOSE, YOUR TOES ARE ALMOST IN THE SAND!! BOOK EARLY!! PREMIER HOST!

Getaway in Sunny Miramar Beach, Florida

Sandy Toes & Salty Kisses BEACHFRONT CONDO

Spring Sea'Esta

Fine and Sandy

Dec Weeks Now $2,499/wk* - Renovated - 5/5 Waterfront Dock Pool Hot Tub Putting Green - Steps to the Beach

Recently upgraded Key Largo Oceanfront Condo with all the toys included

Private Pool & Hot Tub - House close to Beach & Bridge Street

OCEAN VILLA 1304 - HUGE BALCONY WITH 180° VIEW! - 2 La-Z-Boy Recliners - SAVE $25/NIGHT WITH A WEEKLY RENTAL

Beach Therapy

Sea Glass Villa

Luxury High End Islamorada Private Sandy Beach Access Hammocks, Kayaks, & More!

The Wahoo, St. George Island Florida Gulf Beaches - Pet Friendly Vacation Rental

Oceanfront Paradise with Breathtaking Views – Newly Renovated for 2025! 2BR 2BA Condo at LONG BEACH/Panama City Beach! Tower 4, 1203 with beach chairs

NEW LISTING @ Celadon Beach ~ Gulf Front ~ Free Beach Chair Service! Spring Specials!

Spectacular Gulf Front views | Steps to Beach | Beach Chair Service Included

Islamorada - Oceanfront - Private 1 acre Estate | Heated Pool - 4000 sq.ft | 4 Bed + Den | 5 Bath | Dockage

Penthouse View! Beach Front! Beach Chairs and Umbrella Included! Premier Host!

Hampton Lakes Luxury 4 Bed Villa, Games room, FREE Internet access, Lake View

Villa Sanibel Shell in Cape Coral

Southpoint 707 La Casa Azul

Seaside Escape

Beautiful 4 bedroom beach cottage

Oceanfront Condo with Parking at Shores of Panama

CREEKSIDE PALMS: 4 mi. to ANNA MARIA ISLAND, Sleeps 14, Heated Pool, Fishing, Kayak and Beach Gear!

Starfish

Key Largo Condo with Spectacular Sunset Views

“DREAM COME TRUE “WELCOME TO SW FL GULF COAST & THE SANCTUARY - CLOSE TO ENGLEWOOD & BOCA BEACHES

Hidden Treasure

Sea Orchid Beach House at Daytona Beach - Sleeps 8 - Beach access!

**Nov & Dec Now From $1,699/wk* - Backyard Beach Waterfront Dock Pool Spa Putting Green Tiki Hut Walk to Beaches**

**Nov/Dec Deals from $175/nt* - Htd Pool Hot Tub Waterfront Dock Ping Pong Outdoor Bar Backyard Beach Walk to Beaches**

**Dec Weeks Now $2,499/wk* - Renovated - 5/5 Waterfront Dock Pool Hot Tub Putting Green - Steps to the Beach**