Vacation rentals in Sand Key, FL

139 available vacation rental offers

airbnbBooking.comVrboExpediaSonderpricelineTripadvisorTrip.comHomestayHotels.comOrbitz

Choose the perfect vacation accommodation

Price per night

Up to $100$100 - 200From $200

Accommodation type

Vacation rentals

Rating

Excellent 9+Very good 8+Good 7+All ratings

Best Vacation rentals and Airbnb offers in Sand Key, FL

Keels Cottage Old Homosassa Main Street #1 - Sand Key, FL

Keels Cottage Old Homosassa Main Street #1

Apartment, Sand Key

Keels Cottage Old Homosassa Main Street #1 is a apartment in Sand Key, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

Read more

About Keels Cottage Old Homosassa Main Street #1

Keels Cottage Old Homosassa Main Street #1 is a apartment in Sand Key, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $701.

From$100/night
Show
Manatee Cove Retreat | Pet-Friendly Coastal Home Sleeps 6 - Sand Key, FL

Manatee Cove Retreat | Pet-Friendly Coastal Home Sleeps 6

Holiday Home, Sand Key

Manatee Cove Retreat · Pet-Friendly Coastal Home Sleeps 6 is a holiday home in Sand Key, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base…

Read more

About Manatee Cove Retreat | Pet-Friendly Coastal Home Sleeps 6

Manatee Cove Retreat · Pet-Friendly Coastal Home Sleeps 6 is a holiday home in Sand Key, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $999.

From$103/night
Show
Old Homosassa, Fl. Condo1 - Sand Key, FL

Old Homosassa, Fl. Condo1

Condo, Sand Key

Old Homosassa, Fl. Condo1 is a condo in Sand Key, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with…

Read more

About Old Homosassa, Fl. Condo1

Old Homosassa, Fl. Condo1 is a condo in Sand Key, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, hot tub, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $782.

From$112/night
Show
Welcome to the Sugar Shack in our unique fishing village of Homosassa. - Sand Key, FL

Welcome to the Sugar Shack in our unique fishing village of Homosassa.

Cottage, Sand Key

Welcome to the Sugar Shack in our unique fishing village of Homosassa. is a cottage in Sand Key, with pet-friendly space. This stay gives travelers a comfortable base for exploring the…

Read more

About Welcome to the Sugar Shack in our unique fishing village of Homosassa.

Welcome to the Sugar Shack in our unique fishing village of Homosassa. is a cottage in Sand Key, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, washer, and dryer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $828.

From$118/night
Show

Browse Vacation Rentals with a Pool in Sand Key, FL

Add a pool to the search when you want an easy place to cool off between outings.

Gorgeous getaway tucked in Eco Village of Sawgrass Landing in Crystal River, Fl. - Sand Key, FL

Gorgeous getaway tucked in Eco Village of Sawgrass Landing in Crystal River, Fl.

Condo, Sand Key

Gorgeous getaway tucked in Eco Village of Sawgrass Landing in Crystal River, Fl. is a condo in Sand Key, with pool access and kitchen access. This stay gives travelers a comfortable base…

Read more

About Gorgeous getaway tucked in Eco Village of Sawgrass Landing in Crystal River, Fl.

Gorgeous getaway tucked in Eco Village of Sawgrass Landing in Crystal River, Fl. is a condo in Sand Key, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,081.

From$154/night
Show
Peaceful Poolside Escape Sawgrass Landings 1 Bedroom Condo Crystal River - Sand Key, FL

Peaceful Poolside Escape Sawgrass Landings 1 Bedroom Condo Crystal River

Condo, Sand Key

Peaceful Poolside Escape Sawgrass Landings 1 Bedroom Condo Crystal River is a condo in Sand Key, with pool access, parking, and room for a group. This stay gives travelers a comfortable…

Read more

About Peaceful Poolside Escape Sawgrass Landings 1 Bedroom Condo Crystal River

Peaceful Poolside Escape Sawgrass Landings 1 Bedroom Condo Crystal River is a condo in Sand Key, with pool access, parking, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, parking, free parking, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,157.

From$165/night
Show
Cozy cabin by the river/pet friendly - Sand Key, FL

Cozy cabin by the river/pet friendly

Cabin, Sand Key

Cozy cabin by the river/pet friendly is a cabin in Sand Key, with pet-friendly space and pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

Read more

About Cozy cabin by the river/pet friendly

Cozy cabin by the river/pet friendly is a cabin in Sand Key, with pet-friendly space and pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, hot tub, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,173.

From$168/night
Show
Riverfront 2-bedroom townhome in peaceful Homosassa with AC/Heat, Pool - Sand Key, FL

Riverfront 2-bedroom townhome in peaceful Homosassa with AC/Heat, Pool

Holiday Home, Sand Key

Riverfront 2-bedroom townhome in peaceful Homosassa with AC/Heat, Pool is a holiday home in Sand Key, with pet-friendly space, pool access, and kitchen access. This stay gives travelers a…

Read more

About Riverfront 2-bedroom townhome in peaceful Homosassa with AC/Heat, Pool

Riverfront 2-bedroom townhome in peaceful Homosassa with AC/Heat, Pool is a holiday home in Sand Key, with pet-friendly space, pool access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,725.

From$246/night
Show

Best Sand Key, FL vacation rentals with parking

Find vacation rentals that make arriving by car easier.

Affordable Chasshideaway @ChazzMinido - Sand Key, FL

Affordable Chasshideaway @ChazzMinido

Apartment, Sand Key

Affordable Chasshideaway @ChazzMinido is a apartment in Sand Key, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending…

Read more

About Affordable Chasshideaway @ChazzMinido

Affordable Chasshideaway @ChazzMinido is a apartment in Sand Key, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, parking, free parking, and ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $472.

From$67/night
Show
The Chassahowitzka Hotel - Sand Key, FL

The Chassahowitzka Hotel

Guest House, Sand Key

The Chassahowitzka Hotel is a guest house in Sand Key, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with…

Read more

About The Chassahowitzka Hotel

The Chassahowitzka Hotel is a guest house in Sand Key, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free breakfast, free wifi, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $741.

From$87/night
Show
1-1/2 acre Park like wooded setting. Clean 3/2 with plenty of parking. - Sand Key, FL

1-1/2 acre Park like wooded setting. Clean 3/2 with plenty of parking.

Holiday Home, Sand Key

1-1/2 acre Park like wooded setting. Clean 3/2 with plenty of parking. is a holiday home in Sand Key, with parking and kitchen access. This stay gives travelers a comfortable base for…

Read more

About 1-1/2 acre Park like wooded setting. Clean 3/2 with plenty of parking.

1-1/2 acre Park like wooded setting. Clean 3/2 with plenty of parking. is a holiday home in Sand Key, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $980.

From$140/night
Show
Boat Ramp! Fun-Filled Homosassa River Home - Sand Key, FL

Boat Ramp! Fun-Filled Homosassa River Home

Holiday Home, Sand Key

Boat Ramp! Fun-Filled Homosassa River Home is a holiday home in Sand Key, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

Read more

About Boat Ramp! Fun-Filled Homosassa River Home

Boat Ramp! Fun-Filled Homosassa River Home is a holiday home in Sand Key, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, parking, paid parking, and heating.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,637.

From$154/night
Show

Best Pet-Friendly Vacation Rentals in Sand Key, FL

Bring your pet along with stays that welcome four-legged travelers.

The Happy Haven Near Manatee Tours - Sand Key, FL

The Happy Haven Near Manatee Tours

Holiday Home, Sand Key

The Happy Haven Near Manatee Tours is a holiday home in Sand Key, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

Read more

About The Happy Haven Near Manatee Tours

The Happy Haven Near Manatee Tours is a holiday home in Sand Key, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, hot tub, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,048.

From$109/night
Show
Pet-Friendly Crystal River Retreat - Near Manatees & Golf - Sand Key, FL

Pet-Friendly Crystal River Retreat - Near Manatees & Golf

Holiday Home, Sand Key

Pet-Friendly Crystal River Retreat - Near Manatees & Golf is a holiday home in Sand Key, with pet-friendly space, parking, and a quieter setting. This stay gives travelers a comfortable…

Read more

About Pet-Friendly Crystal River Retreat - Near Manatees & Golf

Pet-Friendly Crystal River Retreat - Near Manatees & Golf is a holiday home in Sand Key, with pet-friendly space, parking, and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: hot tub, pet friendly, pets friendly, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,116.

From$121/night
Show
Crystal River Stay • Pet-Friendly • Patio+Charcoal Grill • New Listing Discount - Sand Key, FL

Crystal River Stay • Pet-Friendly • Patio+Charcoal Grill • New Listing Discount

Holiday Home, Sand Key

Crystal River Stay · Pet-Friendly · Patio+Charcoal Grill · New Listing Discount is a holiday home in Sand Key, with pet-friendly space, outdoor space, and parking. This stay gives travelers…

Read more

About Crystal River Stay • Pet-Friendly • Patio+Charcoal Grill • New Listing Discount

Crystal River Stay · Pet-Friendly · Patio+Charcoal Grill · New Listing Discount is a holiday home in Sand Key, with pet-friendly space, outdoor space, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $893.

From$128/night
Show
The Studio at Mason Creek Preserve - Old Homosassa - Sand Key, FL

The Studio at Mason Creek Preserve - Old Homosassa

Villa, Sand Key

The Studio at Mason Creek Preserve - Old Homosassa is a villa in Sand Key, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing…

Read more

About The Studio at Mason Creek Preserve - Old Homosassa

The Studio at Mason Creek Preserve - Old Homosassa is a villa in Sand Key, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,212.

From$173/night
Show

Best Sand Key, FL vacation rentals with a kitchen

Compare stays with kitchen access for longer trips and easier meals.

NEW Listing Discount! • Near Manatees & Springs - Sand Key, FL

NEW Listing Discount! • Near Manatees & Springs

Holiday Home, Sand Key

NEW Listing Discount! · Near Manatees & Springs is a holiday home in Sand Key, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the…

Read more

About NEW Listing Discount! • Near Manatees & Springs

NEW Listing Discount! · Near Manatees & Springs is a holiday home in Sand Key, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, hot tub, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,196.

From$131/night
Show
Old Homosassa - Manatees, Scalloping, River! - Sand Key, FL

Old Homosassa - Manatees, Scalloping, River!

Holiday Home, Sand Key

Old Homosassa - Manatees, Scalloping, River! is a holiday home in Sand Key, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

Read more

About Old Homosassa - Manatees, Scalloping, River!

Old Homosassa - Manatees, Scalloping, River! is a holiday home in Sand Key, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,185.

From$169/night
Show
Charming 2-bedroom house in peaceful Old Homosassa - Sand Key, FL

Charming 2-bedroom house in peaceful Old Homosassa

Holiday Home, Sand Key

Charming 2-bedroom house in peaceful Old Homosassa is a holiday home in Sand Key, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for…

Read more

About Charming 2-bedroom house in peaceful Old Homosassa

Charming 2-bedroom house in peaceful Old Homosassa is a holiday home in Sand Key, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,191.

From$170/night
Show
Private Dock: Canal-Front Homosassa Home! - Sand Key, FL

Private Dock: Canal-Front Homosassa Home!

Holiday Home, Sand Key

Private Dock: Canal-Front Homosassa Home! is a holiday home in Sand Key, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

Read more

About Private Dock: Canal-Front Homosassa Home!

Private Dock: Canal-Front Homosassa Home! is a holiday home in Sand Key, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,412.

From$202/night
Show

Our Favorite Family-Friendly Vacation Rentals in Sand Key, FL

Plan a trip with stays that give families more room to spread out.

Private Dock: Canal-front Homosassa Home! - Sand Key, FL

Private Dock: Canal-front Homosassa Home!

Cottage, Sand Key

Private Dock: Canal-front Homosassa Home! is a cottage in Sand Key, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

Read more

About Private Dock: Canal-front Homosassa Home!

Private Dock: Canal-front Homosassa Home! is a cottage in Sand Key, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,634.

From$184/night
Show
Boat Ramp! Fun-filled Homosassa River Home - Sand Key, FL

Boat Ramp! Fun-filled Homosassa River Home

Cottage, Sand Key

Boat Ramp! Fun-filled Homosassa River Home is a cottage in Sand Key, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

Read more

About Boat Ramp! Fun-filled Homosassa River Home

Boat Ramp! Fun-filled Homosassa River Home is a cottage in Sand Key, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,696.

From$188/night
Show
Salty Kayaker's Red Fish Cove Cottage - Sand Key, FL

Salty Kayaker's Red Fish Cove Cottage

Cottage, Sand Key

Salty Kayaker's Red Fish Cove Cottage is a cottage in Sand Key. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family…

Read more

About Salty Kayaker's Red Fish Cove Cottage

Salty Kayaker's Red Fish Cove Cottage is a cottage in Sand Key. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, washer, dryer, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,347.

From$192/night
Show
Nature Coast Cottage in Ozello - Sand Key, FL

Nature Coast Cottage in Ozello

Holiday Home, Sand Key

Nature Coast Cottage in Ozello is a holiday home in Sand Key, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

Read more

About Nature Coast Cottage in Ozello

Nature Coast Cottage in Ozello is a holiday home in Sand Key, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,353.

From$193/night
Show