Florida Vacation Rentals

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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.

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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^$130

Dolphin Bay Cottage

Key Largo Area Vacation Rentals

2/BR 2/BA SLEEPS 2

Featured

From/Per night^$314

Direct Oceanfront - Heated Pool & Hot Tub

Daytona Beach Shores Vacation Rentals

3/BR 3/BA SLEEPS 8

From/Per night^$197

Beautiful Luxury 4 BR2 BA Beach House

Pompano Beach Vacation Rentals

4/BR 2/BA SLEEPS 8

From/Per night^$399

Purple Haze, Pensacola Beach, FL

Pensacola Beach Vacation Rentals

4/BR 2.5/BA SLEEPS 10

From/Per night^$200

Turtle walk - 1st Floor -Next to 5 TOP EATS /BEACH

Longboat Key Vacation Rentals

1/BR 1/BA SLEEPS 4

From/Per night^$255

LUXURIOUS CONDO ON THE BEACH IN THE 2080 BUILDING - HALLANDALE

Hallandale Beach Vacation Rentals

2/BR 2/BA SLEEPS 6

From/Per night^$150

Charming Coastal Retreat – Newly Remodeled 2BR Home Just Steps from the Beach!

Panama City Beach Vacation Rentals

2/BR 1/BA SLEEPS 4

From/Per night^$175

SUMMIT 210 - OPEN JUNE 28TH - JULY 5YH

Panama City Beach Vacation Rentals

1/BR 1.5/BA SLEEPS 5

From/Per night^$1607

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

Islamorada Vacation Rentals

4/BR 5/BA SLEEPS 12

From/Per night^$350

2 Beach Front Master Suites!

Destin Area Vacation Rentals

2/BR 2/BA SLEEPS 6

From/Per night^$250

#1 Mexico Beach home w/boat dock

Mexico Beach Vacation Rentals

3/BR 2.5/BA SLEEPS 9

From/Per night^$161

Sea Grape Escape

Holmes Beach Vacation Rentals

2/BR 2/BA SLEEPS 4

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^$179

Beautiful Oceanfront 2BR Condo | Pool & Hot Tub Ke

Tavernier Vacation Rentals

2/BR 2/BA SLEEPS 4

From/Per night^$200

7152 Drewrys Bluff Bradenton

Bradenton Vacation Rentals

3/BR 2/BA SLEEPS 6

From/Per night^$120

Right in the middle of Seacrest Beach! Wonderful Studio Condo!

Seacrest Beach Vacation Rentals

0/BR 1/BA SLEEPS 3

From/Per night^$250

Emerald Air 30A: Golf Cart | Pool | Beach Bikes | Walk to Shopping & Dining

Beaches of South Walton - Scenic 30a Vacation Rentals

3/BR 2.5/BA SLEEPS 7

From/Per night^$268

Blissful Paradise

Holmes Beach Vacation Rentals

4/BR 4.5/BA SLEEPS 8

From/Per night^$275

Coral Shores

Bradenton Vacation Rentals

3/BR 2.5/BA SLEEPS 8

From/Per night^$450

6 Bedrm Waterfront Home with Amazing Sunset Views

Cape Coral Vacation Rentals

6/BR 3/BA SLEEPS 14

From/Per night^$150

New Listing! Direct oceanfront Cocoa Beach monthly vacation rental

Cocoa Beach Vacation Rentals

2/BR 2/BA SLEEPS 4

From/Per night^$205

Oceanside, pet friendly, 2/2 smart home with paddle equip.-SUPs, kayaks Property

Marathon Vacation Rentals

2/BR 2/BA SLEEPS 5

From/Per night^$440

Hip Nautic

Anna Maria Vacation Rentals

4/BR 4.5/BA SLEEPS 8

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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

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Florida Vacation Rentals

Search All Florida Rentals By Owner

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

Dolphin Bay Cottage

Direct Oceanfront - Heated Pool & Hot Tub

Beautiful Luxury 4 BR2 BA Beach House

Purple Haze, Pensacola Beach, FL

Turtle walk - 1st Floor -Next to 5 TOP EATS /BEACH

LUXURIOUS CONDO ON THE BEACH IN THE 2080 BUILDING - HALLANDALE

Charming Coastal Retreat – Newly Remodeled 2BR Home Just Steps from the Beach!

SUMMIT 210 - OPEN JUNE 28TH - JULY 5YH

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

2 Beach Front Master Suites!

#1 Mexico Beach home w/boat dock

Sea Grape Escape

Emerald Grande On The Harbor Walk Destin Fl

Beautiful Oceanfront 2BR Condo | Pool & Hot Tub Ke

7152 Drewrys Bluff Bradenton

Right in the middle of Seacrest Beach! Wonderful Studio Condo!

Emerald Air 30A: Golf Cart | Pool | Beach Bikes | Walk to Shopping & Dining

Blissful Paradise

Coral Shores

6 Bedrm Waterfront Home with Amazing Sunset Views

New Listing! Direct oceanfront Cocoa Beach monthly vacation rental

Oceanside, pet friendly, 2/2 smart home with paddle equip.-SUPs, kayaks Property

Hip Nautic

Two by the Sea at Sea Cliffs, 30A-Beaches-South Walton

Beautiful 3BD 3BA Villa in the Exclusive Flamingo Island

Lower Floor Condo

The Honeymoon Beach Cottage

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

Montego Bay

Large Heated Pool, 2 Master-Bedroom suites, Very Close to Gulf Beach

Luxury Private Vacation Estate on Sanibel

Key Largo Rental Fantastic Views

OCEAN FRONT KING BDR, 2 BATH, ENC BUNK RM, FREE BCH CHAIRS , NEAR PIER PK

Beautiful Gulf Access Pool Home

Diving, Fishing, Snorkeling, Kayaking Paradise

The Closest Condo to the Gulf of Mexico on Siesta Key

Seaside Inn

SUPER HOUSE, NEW BUILD! SLEEPS 40!

Vitamin Sea! Private Pool!

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

My Destin Place

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

Florida Keys...Yes Please!

Getaway in Sunny Miramar Beach, Florida

Paradise Cozy Home

Villa Vittoria - Destin Gulf Front

Coveside Cottage

Amazing views and beautiful home- Villa Caroline

7/26 to 8/2 and 8/2 to 8/9 weeks now $400 discounted. Has it All! End unit Large Wrap Around Balcony

CASA CAYO BY THE SEA ~ Waterfront Paradise

Lauderdale By The Sea Area Condo - Walk to Beach & Shops!

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

AVAILABLE 2025 Season - 2 Bedroom Beach-front Condo

Seahorse Villa 3 by PMI

Destin-Seaside (Santa Rosa Beach)

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

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

Elevator! Spacious Luxury Home Heated Pool & Spa. 3 min walk to Beach!! 3-7 nt stays

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

Southpoint 707 La Casa Azul

A Coastal Paradise

LAUDERDALE BY THE SEA- BEACHVIEW TERRACE CONDO, 78 STEPS FROM THE BEACH

Steps to Deerfield Beach - Pier Walk One Bedroom #107, sleeps 4

The Apollo Marco Island

LaPlage 2

PRIME LOCATION ON AMI ** DIRECTLY ON WHITE SUGAR SAND BEACH ** HEATED POOL

Direct Intracoastal Waterfront Home ~ Million Dollar View

1/1 SPECIAL PRICE OCT-DEC 2025 CLOSE TO SIESTA, PET FRIENDLY/YARD/ POOL/GYM WALK TO BAY&RESTAURANTS

Anna Maria Island - 3 bedroom - 2 pools - Hot Tub

OCEAN VILLA 1602 SPECTACULAR TROPICAL BEACH ESCAPE! 180° VIEW NEW LA-Z-BOY RECLINERS - SAVE $25/NIGHT WITH WEEKLY RENTAL

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

Manatee Corner, Paradise Found

Great Beachfront Condo

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

BAY BEAUTY

Large Waterfront 4 balcony Key Largo Townhouse

Lux 3B3Ba Reduced+Free Clean

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

PRIME LOCATION ON AMI DIRECTLY ON WHITE SUGAR SAND BEACH HEATED POOL

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