Vacation Rentals on Florida Islands
Anna Maria Island - Runaway Bay - Ground Level - 2 min to Beach!
Bradenton BeachPerfect Location - Beach access~Marco Walk~ New Salt water Pool, Spa & Dock
Marco IslandIslamorada - Oceanfront - Private 1 acre Estate | Heated Pool
IslamoradaRenovated 4 bedroom directly on #1 Siesta Beach. Unobstructed views of gulf.
Siesta KeySunkissed & Salty: Dreamy Amenities. Prime Location. Rave Reviews!
Anna MariaSummerland Breeze: 28 NIGHT MINIMUM! CHECK OUT OUR JUNE SPECIAL! A three-house resort style getaway in the Florida Keys
Summerland KeyAmazing Tuscan Style Villa with a breathtaking Roof top view
MarathonElevator! Large Luxury Home w Elevator! Heated Pool & Spa. 3 min walk to Beach!!
Bradenton BeachONLY 2 WEEKS LEFT | AUG & NOV 2023 OCEANFRONT - PRIVATE 2 ACRE ESTATE | HEATED POOL
IslamoradaAlecassandra Vacation Villas - From $300 Family Reunion Location, Villa 4 & 5, 4BR, 4BA, Sleeps 12
Bradenton BeachEnjoy the Eliza Street Retreat w/ private pool, great location
Key WestLuxury High End Islamorada Private Sandy Beach Access Hammocks, Kayaks, & More!
IslamoradaModern Duplex on Key Colony Beach Marathon 33051 Fully redesigned and remodeled
MarathonThe Peachy Beach House, Steps to an Anna Maria Beach
Holmes BeachThe GRAND ISLAND OASIS - LUXURY 8 BDRM PRIVATE HOME- ANNA MARIA ISLAND
Bradenton BeachWelcome to Coastline Journey ~ Your Marco Island Paradise! a 2400sq ft pentouse with 2 master suites and a bunkroom!
Marco IslandBeachfront condo on Siesta Key can't get much closer to the gulf!
Siesta KeySummer Savings! - Renovated - Waterfront Pool Hot Tub Dock Sauna - Steps to the Beach
Anna MariaBeautiful 3BD 3BA Villa in the Exclusive Flamingo Island
Marathon AreaBeautiful 4-BR, Very Close to Gulf Beach, Anna Maria Island Beach House with Large Heated Pool
Anna MariaAdorable Condo -- On Beach and Bay, 2 Bdr/2bath Ground Floor
Siesta KeyNEW BUILD-PRIVATE POOL! Luxury 4BR/4.5ba Marathon FL with 60' dock + EV charger
MarathonClassic beach home on AMI with 4 bedrooms and a pool
Holmes BeachChilled/Heated Pool and Boat Dockage! Enjoy the Laid Back Key's Lifestyle.
MarathonCool Lighthouse with fabulous vintage decor In the heart of AMI
Holmes BeachNew and first time offered private beach home on the Atlantic Ocean -
Key Largo4/3 WATERFRONT HOME WITH SEPERATE IN-LAW QUARTERS, PRIVATE BEACH AND BOAT RAMP + 75 FT DOCK - MONTHLY STAYS ONLY IN ISLAMORADA AREA
Islamorada AreaKey Colony Beach, Fl Keys, Deep Water Dock, 5 Bedrooms, Waterfront, Pool, Dock,
Key Colony BeachSummer Savings! - Htd Pool Hot Tub Waterfront Dock Ping Pong Outdoor Bar Backyard Beach
Anna MariaMay Special Inquire:Beautiful Classy Gulf Coast Anna Maria Island, Private Pool, Close to Beach
Holmes BeachAnna Maria Island - 2 min walk to Beach! Runaway Bay
Bradenton BeachPRIME LOCATION ON AMI ** DIRECTLY ON WHITE SUGAR SAND BEACH ** HEATED POOL
Bradenton BeachAmazing Marathon Property! Turtle Cove - Pool and Hot Tub, Quick Atlantic Access!
MarathonJune 17 - 22 $399/nt* DEAL! - Backyard Beach Waterfront Dock Pool Spa Putting Green Tiki Hut
Anna MariaBLUE TURTLE COTTAGE / PRIVATE HEATED POOL / STEPS TO THE BEACH / FREE WIFI / FREE TROLLEY STOP AROUND THE CORNER
Holmes BeachMarco Island on the Water Newly renovated 3 bedroom 2 bath with beautiful waterviews
Marco IslandWaterfront Key Largo 5 bedroom 6 bath house CASA BAHIAMAR
Anglers ParkNo fees - Instant booking - big pool + Spa sunny + heated - quiet - clean - at beach - pool table - PS4 - 2 car garage - solar energy
Holmes BeachPrivate Villa Paradise! Just steps to #1 Beach 2br/2ba private lanai and Patio!
Siesta KeyAnna Maria Island Absolute Anna Maria-Private Beach Access-Heated Pool-Wi-Fi
Bradenton BeachSandy Flats: Stunning new oceanside house with gorgeous views, dock & pool
MarathonOcean View right on Beach 2br/2ba Steps to #1 beach Directly on Siesta Key
Siesta KeyAbsolute Paradise AMI-Private Beach Access-Water Views From Every Window-Heated Pool- Walk To 14 Restaurants
Bradenton BeachBeautiful Gulf Coast Views, Beachfront Condo Marco Island the Sea Winds
Marco Island❤️GORGEOUS AMI VILLA❤️STEPS TO THE BEACH, PRIVATE WATERFALL POOL, 3 PATIOS INCLUDING A ROOFTOP PATIO WITH A SWING
Holmes BeachEntire Duplex W/2 Golf Carts and Pool on Anna Maria Island
Bradenton BeachDirect Ocean Front Estate on 3.5 acres, HUGE salt pool & Hot tub, Private Basin 100s feet of Dockage
IslamoradaBeach Cottage - No Streets to Cross to Beautiful Beaches
Anna MariaKey Largo Ocean Front Villa on the Beach with Incredible views
Key LargoComforts of Home in Secure Gated Community Over Bridge from AMI
Anna MariaSANDY PANTS - Designer Beach Chic Home, Steps to Beach, Backyard Oasis w/ Heated Pool
Holmes BeachPlaya Encantada Beachfront Community just Steps to the Beach
Holmes Beach4/3 Waterfront House, Private Beach & Boat Ramp, 100ft+ Dock - Monthly Stays Only
Islamorada AreaAnna Maria Island - just steps to the beach (and pool and tennis court!!!)
Holmes BeachWaterfront 33 Family and Boat Friendly Home, Great Views - Monthly Stays Only
Lower Matecumbe KeycabAnna Maria Beach Block 4 bedroom4.5 Bathroom Private PoolSpa
Anna MariaStunning Gulf Front Condo Sunset Beach Treasure Island
Treasure IslandSIESTA KEY DIRECT OCEAN FRONT, 8TH FLOOR, LUXURY, SPACIOUS, BEST VIEW
Siesta KeyBean Point Charmer! 3 Bedrooms Tropical Pool with Outdoor Loungers - Anna Maria Vacation Rental
Anna MariaDirect Gulf View, Beach Condo 2 Bedroom on Manasota Key, FL
Manasota KeyDirect Gulf front Views 2 2 bath Okaloosa Island Free Beach Chair Setup
Fort Walton Beach, Okaloosa IslandSTARFISH HAVEN AT RUNAWAY BAY 201 - 2 Bed 2 Bath Anna Maria Island Condo Rental
Bradenton BeachSALTY SHAMROCK - Anna Maria Island 4 Bedroom Beach House Vacation Rental with Pool & Hot Tub
Holmes BeachBRADENTON BEACH CLUB 242 - 3 Bedroom Condo Rental on Anna Maria Island - Dock for Fishing!
Bradenton BeachISLAND HAVEN - Private Beach House with Htd Pool - Anna Maria Island Vacation Rentals
Holmes BeachISLAND NAUTILUS - Beach House with Private Pool - Anna Maria Island Vacation Rentals
Bradenton BeachSea Life Retreat Vacation Rental on Anna Maria Island at Runaway Bay
Bradenton BeachANNA MARIA ISLAND CLUB UNIT 22 - Beachfront 2 Bedroom Condo for Rent with Heated Pool
Bradenton BeachTamarind. Ground level direct Gulf front - Manasota Key
Manasota KeyBLUE LAGOON NORTH - North Shore Duplex with Heated Pool Close to Beaches - Anna Maria Island Rentals
Anna MariaSUNSET LANDINGS UNIT 4 - Anna Maria Island Vacation Rentals
Bradenton BeachBest Deal on Amelia Island Unit #4 Longer Stays Accepted from $2,900 mth
Amelia IslandBREEZY PALMS - 2 Bed 2 Bath Affordable Anna Maria Island Vacation Rental with Heated Pool and Hot Tub
Holmes BeachLuxury 2400 sq ft 3Bed/3Bath 6th floor condo with private access to Crescent Beach
Siesta KeyTROPICAL SUNSET 1 - Anna Maria Island Condo Vacation Rentals
Holmes BeachBAHAMA MAMA - 3 Bedroom Key West Beach House with Heated Pool and Hot Tub - Anna Maria Island
Holmes BeachMI Oasis Getaway! Just 200 Steps to the Beach on a very quiet street
Anna MariaDans Florida Condos - 2 bedroom 2 bath (Private Beach Access across the street; free WIFI)
Bradenton BeachSEAGLASS COTTAGE - Bungalow Ground Floor - Anna Maria Island Vacation Rentals
Anna MariaSUMMER BREEZE Beach House with Private Pool - Anna Maria Island Vacation Rentals
Holmes BeachC VIEW - 5 Bedroom Vacation Rental on Anna Maria Island with Heated Pool close to Beach
Anna MariaPanoramic Rooftop View, 1 Minute Walk to Beach, Heated Pool
Holmes BeachPARADISE PALMS WEST - 2 Bed 2 Bath Duplex with Private Heated Pool - Anna Maria Island Rentals
Holmes BeachSUNSET AZUL - 2 Bedroom Anna Maria Island Vacation Rentals
Holmes BeachSUNNY & SHARE - 4 Bedroom Anna Maria Island Vacation Rental with Private Pool & Hot Tub
Bradenton BeachBLUE LAGOON - 4 Bed 4 bath Duplex Anna Maria Island Vacation Rental with Heated Pool
Anna MariaPARADISE PALMS EAST - 2 Bed 2 Bath Duplex with Private Pool - Anna Maria Island Rentals
Holmes BeachHolmes Sweet Holmes. Minutes to the beach, shared heated pool, lush tropical
Holmes BeachPrivate heated saltwater pool at OHasis Getaway and only 200 steps from the Beach!
Anna MariaSUNSET LANDINGS UNIT 2 - 2 Bedroom Anna Maria Island Vacation Rentals
Bradenton BeachPerfect Anna Maria Island Location, GROUND FLOOR UNIT, Runaway Bay Condo135
Bradenton BeachPELICAN POINT - Waterfront Boat Friendly Anna Maria Island Bungalow with Dock & Heated Pool
Anna MariaMANATEE LOOKOUT - 3 Bed Beach House with Private Heated Pool - Anna Maria Island Vacation Rentals
Anna MariaBERMUDA BAY CLUB 1467 - Fisherman's Delight Across street from Gulf Beach on Anna Maria Sound
Bradenton BeachAQUA BLU AT ANNA MARIA ISLAND CLUB 27 - Beachfront 2 Bedroom Condo Vacation Rental Hot Tub and Pool!
Bradenton BeachCASA DEL MAR 4 Bedroom Vacation Rental with Dock - Boat Friendly on Anna Maria Island!
Holmes BeachSWEET FREEDOM AT RUNAWAY BAY 237 - Pool Tennis Shuffleboard - Anna Maria Island Rentals
Bradenton BeachPELICAN COVE 3 - Hot Tub Pool Tennis Dock - Steps to Beach - Anna Maria Island Condo Rental
Bradenton BeachCOCONUT COVE - Luxury Heated Pool Hot Tub Cabana Games - Anna Maria Island Vacation Rental
Anna MariaBEACHSIDE OASIS AT RUNAWAY BAY 229 - Pool Shuffleboard Tennis Steps to Beach - Anna Maria Island Rental
Bradenton BeachSEAGRASS FLATS UNIT 1 - 2 Bedroom 2 Bathroom Condo 75 Steps to Beach - Anna Maria Island Vacation Rental
Bradenton BeachPORTSIDE PARADISE - 4 Bedroom Beach House with Pool and Hot Tub - Anna Maria Island Rentals
Holmes BeachMIRACLE'S RUNAWAY BAY 117 - 1 Bed 1 Bath - Steps to Beach Large Heated Pool - Anna Maria Island Rental
Bradenton BeachSUNSET TERRACE 204 - 2 bedroom condo - Anna Maria Island Vacation Rentals
Bradenton BeachBRADENTON BEACH CLUB 226 - 3 Bed 3 bath plus Den - Anna Maria Island Vacation Rental
Bradenton BeachGOING COASTAL - 2 Bed 2 Bath Private Beach House with Heated Pool - Anna Maria Island Vacation Rentals
Anna MariaBRADENTON BEACH CLUB 225 - Gulf to Bay Condo Rental 1/2 block to Beaches - Anna Maria Island Vacation Rental
Bradenton BeachBeautiful 2bedroom 2bathrooms First Floor Condo Super Close To Beach
Bradenton BeachEnjoyable 2bedroom/ 2 bath condo on Siesta Key with private beach access.
Siesta KeyBAY BLISS AT RUNAWAY BAY 285 - 2 Bedroom 2 Bath - Tennis Shuffleboard and Steps to Beach
Bradenton BeachSEA HORSE - Ground Floor Bungalow - Waterfront Anna Maria Vacation Rental with Dock
Anna MariaSUN PLAZA WEST - 214 - 2 Bedroom Condo - Minimum 2 Week Stays - Anna Maria Island Vacation Rental
Holmes BeachAreca Cove On Beautiful Anna Maria Island! 3 Min Walk To Beach!
Holmes BeachISLAND RETREAT - Affordable 1 Bedroom Condo - Anna Maria Island Vacation Rentals
Holmes BeachBERMUDA BAY CLUB 1427 - Fish and Beach! - Heated Pool and Hot Tub - Anna Maria Island Rental
Bradenton BeachCALICO AMI ★ Steps to the Sand ★ Private Tropical Heated Pool ★ Family Friendly ★Elevator
Holmes BeachSUNSET PARADISE AT RUNAWAY BAY 105 - 2 Bed 2 Bath Condo Rental - Anna Maria Island
Bradenton BeachSUMMER RETREAT - Quiet Beach House with Private Pool and Hot Tub - Anna Maria Island Vacation Rental
Bradenton BeachFLIP FLOPS FOREVER - Beach House with Heated Pool and Putting Green - Anna Maria Island Rentals
Holmes BeachBEACH ESCAPE - Affordable Anna Maria Island Vacation Rental - Ground Floor Bunglaow
Holmes BeachSEAGRASS FLATS UNIT 2 - 2 Bedroom 2 Bathroom Condo 75 steps to Beach - Anna Maria Island Vacation Rental
Bradenton BeachMISTY BEACH - Pet Friendly Bungalow Steps to Beaches - Anna Maria Island Vacation Rentals
Holmes BeachIsland Beach Club, From $1,800 per week - Sanibel Island, Florida
Sanibel IslandTropical South Siesta Key waterfront home with private pool, single level
Siesta KeyRUM DOG - Ground Floor Bungalow - Affordable Anna Maria Island Vacation Rental
Holmes BeachCASA BONITA - Beach House with Heated Pool Fooseball Outdoor Bar and More - Anna Maria Island Vacation Rental
Bradenton BeachPrivate heated saltwater pool at OHasis Getaway II and only 210 steps from the Beach!
Holmes BeachDans Florida Condos - 1 bedroom 1 bath (Private Beach Access across the street; free WIFI)
Bradenton BeachSUNSET LANDINGS UNIT 5 - 2 Bedroom Anna Maria Island Vacation Rental
Bradenton BeachCOCONUT BREEZE ESTATE - Luxury Outdoor Grill Kitchen Heated Pool Billiards Table - Anna Maria Island Rental
Anna MariaBLUE LAGOON SOUTH - North Shore Duplex Heated Pool Close to Beach - Anna Maria Island Rentals
Anna MariaISLAND DREAM - Beach House with Private Pool and Hot Tub - Anna Maria Island Vacation Rentals
Holmes BeachTROPICAL SUNSET 2 - Anna Maria Island Vacation Rentals
Holmes BeachSandy Turtle - Pool and Steps to the Beach - Anna Maria Island 3 Bedroom Beachfront Condo Rental
Holmes BeachKey Largo Waterfront Beach House with Dock & Sunsets To Go
Key Largo AreaTHE COZZI COTTAGE - Historic 1 Bed 1 Bath Cottage - Anna Maria Island Vacation Rentals
Holmes BeachEnjoy Stunning Sunsets at this Luxurious Gulf Front Condo on Siesta Key
Siesta KeyMANNA-TEE BEACH HOUSE - Anna Maria Island Vacation Rental with Pool
Holmes BeachSea Castles #7 (Bare Feet Retreat) Longer Stays from $2,900 mth Ocean View
Amelia IslandSWEET FREEDOM AT RUNAWAY BAY 237 - Anna Maria Island Vacation Rental
Bradenton BeachANCHOR SPLASH - 4 Bedroom Hot Tub Heated Pool Historic Cottage - Anna Maria Island Rental
Anna MariaLAZY DAYS AT RUNAWAY BAY 162 - Ground Level Unit - Pool Tennis Dock Steps to Anna Maria Island Beaches
Bradenton BeachSEA LIFE AT RUNAWAY BAY 211 - Tennis Shuffleboard Pool 1/2 Block to Beach - Anna Maria Island Rentals
Bradenton BeachPELICAN COVE 16 - Tennis Hot Tub Pool Dock - Steps to Beaches - Anna Maria Island Condo Rentals
Bradenton BeachTHE BLUE HERON - Affordable Bungalow Vacation Rental with Private Heated Pool - Anna Maria Island
Holmes BeachNew Listing - Beachfront 2 Bedroom 2 Bath Condo on Sand Key with Heated Pool
Sand KeyBeautiful 2 Bedroom BAY VIEW Beach House with Heated Pool ~ Dog friendly
Anna MariaDECKED OUT - Stunning Luxury Home! Huge Sunny Private Pool, Block to Pine 8 Min Walk to Beach
Anna MariaLa Playita #2 Beautiful Coastal Townhome Close to Beach
Holmes BeachHawkins Heaven - Florida Keys Waterfront Monthly Rental with Dock
Cudjoe KeySatsang Blue - A Sacred Gathering Place Adorable Bungalow on AMI, Walk to Beach!
Holmes BeachPeaceful Homes ~ Beautiful 3 bedroom home ~ 6 houses to the beach
Holmes BeachKiwi Cabana ~2 Bedroom Tropical Getaway with Awesome Pool~ Easy walk to the beach!
Holmes BeachOcean Minded ~ 3 bedroom 3 bath Luxury Home! Huge pool and short walk to beach
Anna MariaCasa Mariposa - Luxury Butterfly Garden, Steps to Pine Ave, Pool/Spa, Bikes, 4 Houses to Beach
Anna Maria4 Bed 3 Bath with beautiful private backyard, 2 car garage, bikes, beach gear, heated pool
Holmes BeachThe Laughing Pelican - Monthly Stays ONLY - Anna Maria Island From $5,000month. We are currrently not accepting listings for the balance of 2023 and 2024 due to renovations.
Holmes BeachMarco Island 17th Floor Beachfront Condo with AMAZING Views
Marco IslandLOCATION LOCATION LOCATION large home only 2 houses away from the gulf
Holmes BeachBeautiful remodeled beach condo on south Hutchinson Island, Florida
Hutchinson IslandStarfish House - Dock your boat at your back door
Little Torch KeyISLAND GIRL WEST ~ 2 BEDROOM HALF DUPLEX A BLOCK TO THE BEACH!
Holmes BeachFamily Retreat Florida Keys - Perfect for Large Groups - Private Beach and Pool!
Cudjoe KeyParadise Found 6 bed 6.5 bath Heated Pool & Hot TUB Bikes Free Wifi
Holmes Beach3 bedroom 3 bath Anna Maria Island Paradise with Private Pool + stroll to Beach!
Holmes BeachNEW LISTING! Longboat Key Monthly Rental - Beachplace 4 -204
Longboat KeyWelcome to Jungalow Bay! Luxury 3 bedroom Tropical Paradise with Private Pool
Anna MariaShe's Always Right - Holmes Beach Home w Pool & Spa, 1 Block to Beach & Shops
Holmes BeachPerfect Treasure location for family vacation - 400 yards to beach
Treasure IslandAnna Margaritas adorable North End escape! Private Pool and Hot Tub
Anna MariaSalty Siesta AMI! Updated Beach Block Bungalow with Pool
Holmes BeachKey Largo Ocean Front Villa with Dock and Incredible views
Key LargoSUNSETS ON CARISSA - GORGEOUS ISLAND HOME! 3 Bedroom Block to Beach w Pool
Holmes BeachAmazing pool with Tiki Bar and GOLF cart for your entire stay!
Holmes BeachCOZY CABANA EAST - GORGEOUS Renovated w/ Pvt. Pool, Backyard Oasis, Walk to Beach w Beach Gear!
Holmes BeachThe Village at Hawks Cay - 2BR2BA Villa - Great Fair Rates Year Round
Duck KeyBarbados Landing- Florida Keys Waterfront Monthly Rental
Ramrod KeySpacious Islamorada home on canal with dock- 4000 square feet 5 bed/4 bath
Islamorada AreaBEACHY VILLA VISTA - JUST 3 HOUSES to BEACH w Pool, Spa, Gulf Views!
Holmes BeachLongboat Key Direct Beachfront Penthouse - Beachplace 2-604
Longboat KeyLido Key & St Armands Family & Pet Friendly Pool Home - 232 S Boulevard of the Presidents
Lido Key/St Armand'sAcquaLuxe - Exquisite 2022 Lux Canal Home w/ Outdoor Oasis Pool, Spa, Dock, SUP, Kayaks, Fire Pit
Anna MariaEnjoy island life--surfer chic bungalow, private beach path, kayak
Anna Maria5 Pirates Hideaway Canal Front Home wPrivate Pool and Seawall for your boat
Little Torch KeyChasing Waves - Steps from the beach, no roads to cross . AMI Perfect Beach House
Holmes BeachNew Listing! 5 Houses from the beach, Pool, Hot Tub, Putting Green⛳
Holmes BeachSTUNNING 5 BEDROOM 4 BATHROOM DREAM HOUSE WITH BACKYARD OASIS, STEPS TO THE BEACH
Holmes BeachAMI PEPPERTREE PARADISE - Cozy Updated Home w/Heated Pool on North End of Island, 2 Houses to Beach!
Anna MariaLA Buena Vida - Bright Beachy & Canalfront! Steps to Beach, Pool/Spa, Dock, Beach Gear, Dogs OK
Anna MariaA SHORE THING - Second To None Spacious Waterfront Luxury! Dock, Pool, Spa, Rooftop Water Views!
Anna MariaThe Wahoo, St. George Island Florida Gulf Beaches - Pet Friendly Vacation Rental
St. George IslandTHE COTTAGE ON PINE - Adorable Renovated Cottage w/Private Heated Pool, On Main Street of Anna Maria
Anna Maria IslandWaterscape Coastal Retreat With Gulf View & Bunk Room - Sleeps 8
Fort Walton Beach, Okaloosa IslandA Lazy River Day and Night 4 Bedroom Custom Pool home on Anna Maria Island
Holmes Beach5 O'Clock Somewhere - Florida Keys Monthly Rental with Dock
Cudjoe KeyJacaranda Gem * 3 Houses to the Beach * Gulf Views * Huge Saltwater Pool
Anna Maria307 65th St Brand new 5 bed, 4 bath island beauty Heated pool & spa, free WiFi, sleeps 12
Holmes BeachIdyll Tides, Peaceful retreat in the Desirable North End for up to 8!
Anna MariaBuccaneer Boathouse - Florida Keys Monthly Rental
Little Torch KeyCOCONUT LAGOON - Lovely Historic Renovated Cottage w/Huge Heated Pool, Backyard Oasis/Cabana/Bar
Anna MariaBayport Beach & Tennis Club ~ A Beach to Bay Tropical Oasis - Min 30 Night - Monthly Vacation Rental
Longboat KeyPrivate Pool Home, Steps from the Beach and SPECTACULAR Sunsets from the Porch
North Captiva Island"Bay Watch" Bring Your Boat, Walk To The Beach, Relax
Manasota KeyIsland Girl East ~ 2 Bedroom half duplex a block to the beach!
Holmes BeachPARADISE BEACH HOUSE 6BDs 6.5 bath Block to Beach Private HEATED Pool & Spa, Free WiFi
Holmes BeachMermaid's Landing - Stunning 6 bed 4 bath home heated pool and spa rooftop deck + more!
Bradenton BeachSEASWEPT MERMAID - Luxury Canalfront Home w Pvt. Boat Dock, PoolSpa, Bikes, Kayaks, SUP!
Anna MariaLongboat Key Beachfront Monthly Rental -Beachplace 3 – 205 (3BR)
Longboat KeyBliss by the Beach ~ Luxury 2 bedroom home with Private Pool ~ Walk to Bean Point!
Anna MariaWaterscape 3 bedroom unit, direct view of ocean and beach. Rare 3 bedroom plus bunks.
Fort Walton Beach, Okaloosa Island3 Bedroom updated home with AMAZING Tropical backyard paradise
Holmes BeachFound Your Sol Mate! Gorgeous Home w/ Pool, Spa, Steps to Bean Point, Dogs OK!
Anna Maria"Bay Life" Bring Your Boat, Walk To The Beach, Relax
Manasota KeyAmazing Luxury Home with Private Pool and Gulf Views!
Holmes BeachCaptain Kidd's Hideaway - Florida Keys Monthly Vacation Rental with Dock
Little Torch KeyRecently upgraded Key Largo Oceanfront Condo with all the toys included
Key LargoGroovy Guava ~ 2 Bedrooms w private pool and Golf Cart!
Holmes BeachAnna Maria Beach Place Unit 1 - Downstairs Corner Unit. Steps to The Beach!
Holmes BeachIsland Garden Villas ~ a Tropical Oasis of 1 and 2 bedroom private cottages close to beach
Holmes BeachSEA LA VIE - Waterfront Stunning Luxury Home wPool, Spa, Dock, Elevator, Close to Pine
Anna MariaCharming and Tropical 2 bedroom villa has been completely updated ~ Amazing location and pool!
Holmes BeachPOINT'S HIDEAWAY - Beautiful Island Home w/ Rooftop Water Views on Bean Point! Pool, Bar, Foosball!
Anna MariaSea Life Happy - Heated Pool Spa Dock Waterfront Steps to Beaches - Pine Ave
Anna MariaStarfish Isle 4 Bedroom3 Bath ~ Private HEATED Pool & Spa, Close to BEACH! Free WiFi
Holmes BeachSteps to the Beach, Amazing Covered Outdoor Area with 2 Pools!
Bradenton BeachAnna Maria Island SANDY POINT 109❤️Close to beach, shops & restaurants, heated pool, private lanai
Holmes BeachBeach Haven: Beautiful Beachfront Condo, 2+ BR, 2 bath
Holmes BeachBATEMAN'S - Luxury Canal Front Home with Pool, Spa, Dock, Close to Bean Point & Pine Ave
Anna MariaHibiscus Hideaway A - Luxury condo near Bridge St!
Bradenton BeachAmazing waterfront rental, walking distance to beach! Private heated pool! Dock for Boat - Anna Maria Island
Bradenton BeachIdyllic 2 Bedroom Beach Cottage just 1 block to the beach! Heated pool, Dogs OK!
Holmes BeachAdorable Beachy 3 Bedroom in the heart of Holmes Beach!
Holmes BeachFamily friendly 2 bedroom condo in the Heart of Holmes Beach!
Holmes BeachConch House Oceanfront Home With Amazing Panoramic Views
Little Torch KeyISLAND TIME - Island Home w/Enclosed Lagoon Style Pool & Spa, Walk to Beach, Boat Dock, Bikes!
Holmes BeachPalm Villa- Little Torch Key Monthly Vacation Rental with Dock
Little Torch KeyOceanview Furnished 2 bedroom 2 bath Condo - Min 60 day Stay
Hutchinson Island"Bay Breeze" Bring Your Boat, Walk To The Beach, Relax
Manasota KeyManasota Key, Holiday Condo, Steps from Beach! - From $100/night
Manasota KeyMermaid's Crossing 4 bed, 3 bath heated pool and spa
Holmes BeachLuxury 2 bedroom duplex with Elevator Pool and Spa! Steps to Beach and Bay!
Bradenton BeachEntire House • 2 Condos • Walk to Beach • Heated Pool • Elevators • Roof Top
Bradenton BeachLuxury Overload! Private Beach Access - 5 bed + office HEATED Pool+Spa Free WiFI ELEVATOR
Longboat KeyCool Breeze beachfront condo ~ sleeps 6 in the heart of Holmes Beach!
Holmes BeachWaterscape Ground Floor only Steps Away from Pools - Beach service included
Fort Walton Beach, Okaloosa IslandMargarita Villa - Little Torch Key Monthly Rental with Dock
Little Torch Key4 Bedroom LUXURY New Build Home. Steps to Rod and Reel Pier!
Anna MariaSerenity Now - Newly Listed Holmes Beach Beauty. Heated Pool with Sun Shelf
Holmes BeachSALTY PIRATE - Luxury Canalfront Home w Water Views, Pool Spa, Bikes, Kayak, SUP!
Anna MariaEMERALD BAY 3 KING BEDROOMS & bunk room - COMES WITH BEACH GEAR AND BIKES
Holmes BeachGone Coastal: Beautiful Pet-Friendly Home w Heated Saltwater Pool
Holmes BeachSlice Of Paradise! 4 bed 5.5 Bath Heated pool, spa rooftop deck, free highspeed WIFI
Holmes BeachPerdido Dream 2BR2BA Condo! Voted Best Beachfront Budget-Friendly - Luxury Class!*
Perdido KeySandcastle Dreams - 3 BR Beachfront Condo with pool
Bradenton BeachBLUE HAVEN BEACH HOUSE - Coastal Updated Home, Steps to Beach!, Peek at Gulf, Heated Pool, Elevator
Holmes Beach#1 Exclusive US Beach Siesta Key, Glass House 2mins.to Beach
Siesta KeyTradewinds Resort Cottage Rental - 1 bedroom-sleeps 4 -pet friendly
Bradenton BeachMariner's Crossing - Stunning Luxury Home w/ Gulf Views From Every Room, Rooftop Deck, & Pool/Spa
Holmes BeachSunset over Gulf of Mexico AND Sunrise over Sarasota Bay ALL from your FOUR condo decks
Bradenton BeachShore's Nice - Renovated Pristine Modern Beach Cottage w/ Peek-A-Boo Bay Views
Anna MariaWaterscape B105 Ground Floor!!
Fort Walton Beach, Okaloosa IslandBeach Daze ~ 2 Bedrooms with private pool and Golf Cart!
Holmes BeachCrosswind Cottages - Sprawling 3 bed 2.5 bath heated pool elevator FREE WIFI Sleeps 9
Holmes BeachPrivate Pool Home, SPECTACULAR Sunsets And Only Steps from the Beaches
North Captiva IslandAMI - Amazing Sunrise View with Semi Private Pool (Nightly Rental & Pet friendly)
Bradenton BeachParadise Blu ~ Luxury 4 bedroom home w/ Pool, Spa and Roof Deck with water views!
Anna MariaIntroducing Boardwalk Beachhouse: 2BR2BA with Vintage Charm
Treasure IslandFamily Tides - Newly Renovated, 2 Homes in 1, Just Steps to Beach with Rooftop Gulf Views, Heated Pool, Close to Bridge St
Bradenton BeachLido Key/St Armand's 2 Month Minimum Condo With All the RITZ Amenities Included! Beach Residences -Lido #308
Lido Key/St Armand'sGorgeous bay front home! Short walk to beach! Private heated pool!
Holmes BeachSea Glass on Park - Premier Luxury on Beautiful Park Ave! Steps to Beach, Pool, Spa
Anna MariaGone Coastal 3 ~ Beautiful Family and Pet Friendly Home
Anna MariaOasis -Oceanfront tropical home with pool and dock
Summerland KeyGone Coastal Too: Beautiful Family & Pet-Friendly Private Home
Holmes BeachMarco Island South End Condo 1200 Feet to Beach Access
Marco IslandBest Marathon House Rental with Heated Pool and Spa, Boat Dock and Ice Maker - Min 7 Nights
MarathonParadise Beckons!! Beautiful Beachfront 2BR2BA Sea Winds condo
Marco IslandReel Paradise - Summerland Key canal front pool home
Little Torch KeyCASA POSADA - So Close to Beach You Hear the Waves! Updated Clean Beach Cottage, Start $180n
Anna MariaPerfect Family Beach House! Dog-friendly 3 bedroom w/ Elevator & Saltwater Pool
Holmes BeachMarriott 2 Bedroom Apartment - Amazing memories - Luxury beach front Resort
Marco IslandBahia Azul - Private Sandy Beach - Florida Keys Monthly Vacation Rental
Ramrod KeySugary Sands 1 Bed Condo and One Block to Beach Short Stroll to Bridge Street!
Bradenton BeachIdyllic Tropical Paradise Overlooking the Fabulous Florida Bay.
IslamoradaSand Trap- 4bed beach view *heated pool *Golf Cart * Hot Tub*Elevator*Putt Putt Course
Anna MariaSunrise on the Atlantic - Upgraded spectacular Condo at 1800 Atlantic
Key WestAloe House - Affordable Cudjoe Key Monthly Rental with Dock
Cudjoe KeySeaside Sunset- Waterfront 2/2 plus bunk room and private dock, sleeps 6
Holmes BeachA WAVE FROM IT ALL - Luxury Renovated Home! Heated Pool, Cabana, Hammock, Walk to Beach
Anna MariaBeachfront Longboat Key Condo with Fantastic Amenities - 2 Month Minimum - Longboat Harbour Towers #703
Longboat KeyCoral House - Florida Keys Monthly Rental with Pool and Dock
Ramrod KeyOn Turtle Time - Beautifully Updated w/Heated Pool, Covered Porches, Beach Gear, Walk to Beach!
Anna MariaKey Lime Cottage ~ Private Tropical Heated Pool Pet Friendly Bungalow ~ Anna Maria Island!
Holmes BeachPirates Bay- Beachfront with pool, kayaks and and more for your perfect escape!
Anna MariaNo Tan Lines! Amazing waterfront 4 bedroom luxury home with private beach
Anna MariaCASA AMIGA 4 b, 4 b, heated pool and spa, rooftop deck, water views , elevator
Anna MariaGorgeously, Beach Front condo in a Tennis Club Community.
Longboat KeyVitamin Sea has everything! Heated pool & spa, elevator, rooftop deck, water views +++
Anna MariaMARCH DATES AVAILABLE!!! ONE BEDROOM OR THREE OR SIX BEDROOMS!!!!
Holmes BeachSt. Croix - Florida Keys Monthly Vacation Rental with Dock
Ramrod KeySaltair East Gorgeous 2 Bed 2 Bath with Pool! Sleeps up to 6
Holmes BeachBreeze Swept - Florida Keys Monthly Rental By Owner - Pet Friendly
Big Pine KeyFantastic View, Gulf front, beach service, top floor Condo in Fort Walton Beach Florida
Fort Walton Beach, Okaloosa IslandTERN KEY - Pristine Spacious Luxury Canal Home with Pool, Spa, Dock, Bikes, Close to Beach!
Anna MariaGulf Shore Retreat - North End Stunner Heated Pool Gulf Views!
Anna Maria#174 Runaway Bay or better known as Paradise! Our home away from home.
Bradenton BeachLocation, location, location! Short walk to beach, shopping and dining!
Holmes BeachOneMoreDay - Key Colony Beach Waterfront Vacation Rental
Key Colony BeachAquamarine Oasis - Amazing 3 bedroom pool home 5 minute walk to the beach!
Holmes BeachCaribbean Surf PRIVATE POOL ONLY 3 MINUTE WALK TO BEACH -SLEEPS 6
Holmes BeachStep into the Limelight! Amazing 3 bedroom North end home with heated pool
Anna MariaGorgeous Luxury Rental, Steps to Beach, Pool and More at
Holmes BeachHas all of the modern comforts-hidden in the palm and mango groves.
BokeeliaThe Veranda on Jacaranda - 4 bedroom Gulf-view Luxury Anna Maria Pool Home ~ Beach, Bikes, Bean Point!
Anna MariaLittle Seashells by the Seashore- 2/2 with gorgeous water views and walk to the white gulf sands.
Holmes BeachTHREE LITTLE BIRDS - NEW Premier Luxury Home with Stunning Gulf Beach Views, Pool/Spa, High End Home!
Anna MariaSalty Retreat- Florida Keys Monthly Vacation Rental with Tiki Hut, Pool and Dock
Summerland KeyGated Ocean front condo with protected boat dock. Immediate access.
Long KeyWater, water everywhere. H2O 360 ~ Amazing canal front home with dock, pool and hot tub!
Anna MariaThree bedroom pool home super close to the beach and dog friendly!
Holmes BeachUnique beach house near Bean Point, heated pool and just 2 min to beach.
Anna MariaSea Mist - Gorgeous Coastal Home! Walk to Beach, Pine Ave Shops, Pool
Anna MariaLuxury 4 bedroom monthly rental in Key Royale. Amazing WATERFRONT home with Private Pool!
Holmes BeachAmazing 4 bedroom luxury Bay View home w/ Pool, Spa and Roof Deck!
Anna MariaMy Mistress ~ Amazing canal front home with Private Pool and Hot Tub!
Anna MariaLido Luxury Lookout Home - Monthly Rental
Lido Key/St Armand'sSouth Point Shores - Florida Keys Monthly Rental with Dock
Sugarloaf KeyConch Out Beach House! 4 bed 3 bath HUGE yard, heated pool & spa, gazebo
Holmes BeachGorgeous 2 Bed/2 Bath half duplex w/ Elevator, Pool and Spa. Steps to Beach and Bay!
Bradenton BeachGulf Dr location - 700 ft to Beach, Lg heated pool, Gas grill, New decor & renovations
Holmes BeachWeekly 2 BR / 2 BA Beachfront Condo on Longboat Key - Inn 1-307
Longboat KeyHook Wine and Sinker! Beautiful 4 bedroom North End Canal Home with Pool and Boat Dock!
Anna MariaWaterfront Luxury! Anna Maria North End Beauty w/ 3 bedrooms Boat Dock, Pool +Spa
Anna MariaMANGO BAY - Gorgeously Renovated Home w/Pool & Spa, Game Room, Bikes, Walk to Beach!
Holmes BeachWelcome to Island Tide! Your island home with 5 Star luxuries.
St. George IslandAre there Many Vacation Rentals on Florida Islands to Rent?
Florida has many beautiful islands with vacation rentals available for visitors. However, some of the most popular islands for vacation rentals include:
1. Anna Maria Island: Located on Florida's Gulf Coast, Anna Maria Island is a charming barrier island with plenty of vacation rental options. Visitors can choose from beachfront homes, condos, and cottages, all within walking distance of the island's many restaurants and shops.
2. Sanibel Island: Known for its beautiful beaches and world-class shelling, Sanibel Island is a top vacation rental destination. Visitors can choose from a variety of vacation rentals, including beachfront homes, condos, and cottages.
3. Siesta Key: This barrier island near Sarasota is known for its beautiful, powdery white sand beaches. Vacation rental options on Siesta Key include beachfront homes and condos, as well as smaller cottages and apartments.
4. Key West: Located at the southernmost point of the Florida Keys, Key West is a popular vacation rental destination with a laid-back vibe and plenty of attractions. Visitors can choose from a variety of vacation rentals, including historic homes, condos, and guesthouses.
5. Captiva Island: Connected to Sanibel Island by a short bridge, Captiva Island is another popular vacation rental destination. This island offers stunning beaches, excellent fishing, and a laid-back atmosphere.
To find the best vacation rental for your needs, it's recommended to start with a reputable vacation rental website or agency like FLARBO who verifies hosts before they are permitted to publish their rentals. Be sure to read reviews from past guests to ensure you choose a rental that meets your expectations
Are Keys considered Islands too?
Yes, the Florida Keys are a chain of islands located off the southern coast of Florida, extending from Key Largo in the north to Key West in the south. The Keys are a popular vacation destination known for their stunning beaches, clear waters, and laid-back atmosphere. There are many vacation rental options available throughout the Florida Keys, including beachfront homes, condos, and cottages. Visitors can enjoy a variety of activities, including snorkeling, diving, fishing, and exploring the many shops and restaurants on the islands.
What do I need to know to rent a beach house rental on a Florida island or Key?
Renting a beach house vacation rental on a Florida island or Key can be a great way to enjoy a relaxing and memorable vacation. Here are some things you should know before booking your rental:
1. Start your search early: Florida is a popular vacation destination, so it's best to start your search for a vacation rental as early as possible, especially if you're looking to visit during peak travel seasons.
2. Consider transportation: Depending on where you're staying, you may need to rent a car or plan for other transportation options. Some islands and keys have limited public transportation, so it's important to plan ahead to ensure you can get around easily.
3. Research the area: Before booking a rental, research the area to make sure it's the right fit for you and your travel companions. Consider things like proximity to the beach, nearby attractions, and local restaurants and shops.
4. Check for any restrictions: Some vacation rentals may have restrictions on things like pets, smoking, or noise levels, so it's important to read the rental agreement carefully and ask questions if anything is unclear. For example pets may not be permitted on the beach.
5. Check the amenities: Make sure the rental has all the amenities you need, such as a fully equipped kitchen, air conditioning, and Wi-Fi. Check the listing for details on what's included and what you'll need to bring with you.
6. Read reviews: Read reviews from past guests to get an idea of what to expect from the rental and the property management company. Look for reviews that mention the cleanliness of the rental, the responsiveness of the management team, and any issues that guests encountered during their stay.
7. Understand the rental agreement: Be sure to carefully review the rental agreement before booking. Understand the terms and conditions, cancellation policy, and any additional fees that may apply.
8. Prepare for your stay: Once you've booked your rental, make sure you're prepared for your stay. Pack appropriately for the weather and activities you have planned, and bring any essentials you'll need during your stay.
By following these tips, you can find the perfect beach house vacation rental on a Florida island or Key for a relaxing and enjoyable vacation.
Typical Stay Periods
The way in which Florida beach house vacation rentals can be rented varies depending on factors such as the location of the rental (city zone) and the preferences of the host.
- nightly
- weekly
- monthly
- seasonally (3 or more months)
Typical Turnover Day
During high season, Florida beach house vacation rentals typically have a Friday or Saturday turnover date in accordance with local standards, although this may vary depending on the preferences of the individual host.
- Friday or Saturday during high season and holidays
- Any day during low season
Price Information for Beach House Vacation Rentals on Florida Islands
- Low range from $89 per night
- High range from $1,785 per night
Beachfront Rentals on Florida Islands
There are many beachfront vacation rentals on islands in Florida. With over 8,000 miles of coastline and numerous islands, Florida offers a wide range of beachfront vacation rental options. From cozy cottages to luxurious villas, there are vacation rentals to suit every taste and budget. Whether you're looking for a romantic getaway, a family vacation, or a solo retreat, you're sure to find the perfect beachfront vacation rental on a Florida island. Using the beachfront filter there are 109 beachfront rentals on Florida islands on FLARBO
Boat Friendly Rentals on Florida Islands
There are many boat-friendly vacation rentals on islands in Florida. With its abundant waterways and numerous islands, Florida is a popular destination for boaters. Many vacation rentals in Florida offer convenient access to boating and water sports activities, and some even have their own docks or boat slips. Whether you're looking to explore the local waterways or enjoy a day of fishing, you're sure to find a boat-friendly vacation rental on a Florida island that meets your needs. Using the boat friendly filter there are 147 boat friendly rentals on Florida islands on FLARBO
Luxury Rentals on Florida Islands
There are many luxury vacation rentals on islands in Florida that offer high-end amenities and services. From luxurious villas with private pools and beach access to high-end condos with stunning ocean views, there are many options for those seeking a luxury vacation rental experience in Florida. Some of the most popular luxury vacation rental destinations in Florida include the Florida Keys, Anna Maria Island, Sanibel Island, Captiva Island, and Amelia Island. Keep in mind that luxury rentals typically come with a higher price tag, but they can be worth it for those seeking a truly special and indulgent vacation experience. Using the luxury filter there are 166 luxury rentals on Florida islands on FLARBO
Florida Rentals on Island for Monthly Stays - Snowbird Rentals
There is a high demand among winter travelers for long-term and monthly beach house rentals. By selecting the long-term suitability filter, you can find 105 island monthly or seasonal rental options that cater to the needs of snowbirds.
Florida Island Rentals with Pools and Hot Tubs
Florida Islands are popular vacation destinations, known for their temperate weather and outdoor activities. Many travelers are seeking beach house rentals for their stay, and amenities such as pools and hot tubs are important factors in their decision. Fortunately, there are numerous options for rentals with pools and hot tubs, making this an ideal year-round vacation spot.